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Decades of synthesis and application of spiro cyclopropanes

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Abstract

This review demonstrates the synthesis and application of spirocyclopropane annelated to six- and five-member rings in recent decades. The aim of this review was to give ideas to researchers about organic chemistry and synthetic routes.

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References

  1. A. Nefzi, J.M. Ostresh, R.A. Houghten, Chem. Rev. 97, 449 (1997)

    Article  CAS  Google Scholar 

  2. U.R. Desai, G.K. Trivedi, Magn. Reson. Chem. 29, 148 (1991)

    Article  CAS  Google Scholar 

  3. S. Solyom, L. Toldy, G. Szilagyi, I. Schofer, W.B. Nagy, Chem. Abstr. 103, P215646W (1985)

    Google Scholar 

  4. K.G. Holden, Chem. Abstr. 71 (1969) US Pat. 3,449,434

  5. E. Magnien, W. Tom, J. Org. Chem. 32, 1229 (1967)

    Google Scholar 

  6. R. von Rothenburg, J. Pract. Chem. 51, 140 (1895)

    Google Scholar 

  7. H. Wamhoff, F. Korte, Chem. Ber. 99, 2962 (1966)

    Article  Google Scholar 

  8. B.C. Elmes, Tetrahedron Lett. 12, 4139 (1971)

    Article  Google Scholar 

  9. R.A. Moss, J. Org. Chem. 31, 3296 (1966)

    Article  CAS  Google Scholar 

  10. H. Durr, Top. Curr. Chem. Fortschr. Chem. Forsch. 40, 103 (1973)

    Article  Google Scholar 

  11. D. Kosman, L.M. Stock, J. Org. Chem. 40, 2255 (1975)

    Article  Google Scholar 

  12. S.F. Nelsen, E.F. Travecedo, E.D. Seppanen, J. Am. Chem. Soc. 93, 2913 (1971)

    Article  CAS  Google Scholar 

  13. B.B. Gregory, B. Robert, J. Michael, J. Org. Chem. 43, 22 (1978)

    Google Scholar 

  14. T.A. Albright, P. Hofmann, R. Hoffmann, C.P. Lillya, P.A. Dobash, J. Am. Chem. Soc. 105, 3396 (1983)

    Article  CAS  Google Scholar 

  15. N.A. Ustynyuk, Y.A. Ustynyuk, A.N. Nesmeyanov, Dokl. Akad. Nauk SSSR 255, 127 (1980)

    CAS  Google Scholar 

  16. N.A. Ustynyuk, L.N. Novikova, V.E. Zvorykin, D.N. Kravtsov, Yu. Ustynyuk, J. Organomet. Chem. 338, 19 (1988)

    Google Scholar 

  17. M. Kawada, Y. Kawano, H. Sugihara, S. Takei, I. Imada, Chem. Pharm. Bull. 29, 1900 (1981)

    Article  CAS  Google Scholar 

  18. R.F. Nelson, in An Introduction to Behavioral Endocrinology, 3rd edn (Sinauer Associates, Sunderland, 2005), p. 100

  19. K.M. Lenz, B.M. Nugent, R. Haliyur, M.M. Mccarthy, J. Neurosci. 33, 2761 (2013)

    Article  CAS  Google Scholar 

  20. K. Jarowicki, T. Jaworski, Monatshefte Chem. 115, 605 (1984)

    Article  CAS  Google Scholar 

  21. S. Kurozumi, T. Toru, T. Tanaka, M. Kobayashi, S. Ishimoto, Tetrahedron Lett. 17, 4091 (1976)

    Article  Google Scholar 

  22. E.J. Corey, K.C. Nicolaou, D.J. Beams, Tetrahedron Lett. 15, 2439 (1974)

    Article  Google Scholar 

  23. N. Harada, K. Nakanishi, ACS Chem. Res. 5, 257 (1972)

    Article  CAS  Google Scholar 

  24. K. Okada, F. Samizo, M. Oda, N. Harada, H. Uda, Tetrahedron Lett. 27, 4493 (1986)

    Article  CAS  Google Scholar 

  25. A. Brandi, S. Carli, A. Guarna, F.D. Serlo, Tetrahedron Lett. 28, 3845 (1987)

    Article  CAS  Google Scholar 

  26. D.W. Robertson, J.H. Krushinski, G.D. Pollock, H. Wilson, R.F. Kauffman, J.S. Hayes, J. Med. Chem. 30, 824 (1987)

    Article  CAS  Google Scholar 

  27. S.L. Kireev, V.A. Smit, O.M. Nefedov, Russ. Chem. Bull. 38, 1896 (1989)

    Article  Google Scholar 

  28. P.L. Pauson, I.U. Khand, Ann. N. Y. Acad. Sci. 295, 2 (1977)

    Article  CAS  Google Scholar 

  29. P. Binger, H.M. Buch, Top. Curr. Chem. Res. 77, 135 (1987)

    Google Scholar 

  30. A. de Meijere, S. Teichmann, D. Yu, J. Kopf, N. von Thienen, Tetrahedron 45, 2957 (1989)

    Article  Google Scholar 

  31. T. Liese, S. Teichmann, A. de Meijere, Synthesis  25 (1988)

    Article  Google Scholar 

  32. T. Liese, F. Seyed-mahdavi, A. de Meijere, Org. Synth. 69, 148 (1990)

    Article  CAS  Google Scholar 

  33. N.F. Osborne, J. Chem. Soc. Perkin Trans. 1, 1435 (1982)

    Article  Google Scholar 

  34. C.J. Suckling, Angew. Chem. 100, 555 (1988)

    Article  CAS  Google Scholar 

  35. C.J. Suckling, Angew. Chem. Int. Ed. Engl. 27, 537 (1988)

    Article  Google Scholar 

  36. K. Narasaka, K. Soai, Y. Aikawa, T. Mukaiyama, Bull. Chem. Soc. Jpn. 49, 779 (1976)

    Article  CAS  Google Scholar 

  37. C.F.M.A. McGuire, L.S. Hegedus, J. Am. Chem. Soc. 104, 5538 (1982)

    Article  CAS  Google Scholar 

  38. A.Y. Sizov, A.F. Kolomiets, A.V. Fokin, Russ. Chem. Rev. 61, 5 (1992)

    Article  Google Scholar 

  39. C. Belle, A. Cardelli, A. Guarna, Tetrahedron Lett. 32, 6395 (1991)

    Article  CAS  Google Scholar 

  40. A. Guarna, A. Brandi, F. de Sarlo, A. Goti, F. Pericciuoli, J. Org. Chem. 53, 2426 (1988)

    Article  CAS  Google Scholar 

  41. A. Goti, A. Brandi, G. Danza, A. Guarna, D. Donati, F. de Sarlo, J. Chem. Soc. Perkin Trans. 1, 1253 (1989)

    Article  Google Scholar 

  42. E.J. Moriconi, J.J. Murray, J. Org. Chem. 29, 3577 (1964)

    Article  CAS  Google Scholar 

  43. V. Samano, M.J. Robins, J. Am. Chem. Soc. 114, 4007 (1992)

    Article  CAS  Google Scholar 

  44. V. Samano, M.J. Robins, Tetrahedron Lett. 35, 3445 (1994)

    Article  CAS  Google Scholar 

  45. N. Seehof, W. Risse, Macromolecules 26, 5971 (1993)

    Article  CAS  Google Scholar 

  46. E.G. Occhiato, A. Guarna, L.M. Spinetti, Tetrahedron 49, 10629 (1993)

    Article  CAS  Google Scholar 

  47. Yu.V. Tomilov, E.V. Shulishov, A.B. Kostitsyn, O.M. Nefedov, Russ. Chem. Bull. 43, 612 (1994)

    Google Scholar 

  48. M. Demuth, in Comperehensive Organic Chemistry, vol. 5, ed. by B.M. Trost, L.A. Fleming (Paquette, Pergamon Press, Oxford, 1991), p. 215

  49. V.K. Singh, B. Thomas, J. Chem. Soc. Chem. Commun. 17, 1213 (1992)

    Google Scholar 

  50. J.P. Gesson, M. Mondon, Biorg. Med. Chem. Lett. 3, 735 (1993)

    Article  CAS  Google Scholar 

  51. M.R. Caira, A.V. Bedekar, V. Singh, J. Chem. Cryst. 25, 583 (1995)

    Google Scholar 

  52. A. Brandi, Y. Durust, F.M. Cordero, F. de Sarlo, J. Org. Chem. 57, 5666 (1992)

    Article  CAS  Google Scholar 

  53. A. Brandi, S. Garro, A. Guarna, A. Goti, F. Cordero, F. de Sarlo, J. Org. Chem. 53, 2430 (1988)

    Article  CAS  Google Scholar 

  54. C.F. Mordero, B. Anichini, A. Goti, A. Brandi, Tetrahedron 49, 9867 (1993)

    Article  Google Scholar 

  55. F.M. Cordero, S. Cicchi, A. Goti, A. Brandi, Tetrahedron Lett. 35, 949 (1994)

    Article  CAS  Google Scholar 

  56. S. Cicchi, A. Goti, A. Brandi, J. Org. Chem. 60, 4743 (1995)

    Article  CAS  Google Scholar 

  57. A. Goti, B. Anichini, A. Brandi, A. de Meijere, L. Citti, S. Nevischi, Tetrahedron Lett. 36, 5811 (1995)

    Article  CAS  Google Scholar 

  58. A. Goti, B. Anichini, A. Brandi, S. Kozhushkov, C. Gratkowski, A. de Meijere, J. Org. Chem. 61, 1665 (1996)

    Article  CAS  Google Scholar 

  59. Y.V. Tomilov, E.V. Shulishov, I.P. Klimenko, O.M. Nefedov, Russ. Chem. Bull. 45, 2557 (1996)

    Article  Google Scholar 

  60. D.S. Farlow, M.E. Flaugh, S.D. Horvath, E.R. Lavagnino, P. Pranc, Org. Prep. Proc. Int. 13, 39 (1981)

    Article  CAS  Google Scholar 

  61. W.G. Rajeswaran, R.B. Labroo, L.A. Cohen, J. Org. Chem. 64, 1369 (1999)

    Article  CAS  Google Scholar 

  62. M. Fetizon, P. Goulaouic, I. Hanna, T. Prange, J. Org. Chem. 53, 5672 (1988)

    Google Scholar 

  63. I. Hanna, L. Ricard, Tetrahedron Lett. 40, 863 (1999)

    Article  CAS  Google Scholar 

  64. Y.V. Tomilov, I.V. Kostyuchenko, E.V. Shulishov, B.B. Averkiev, M.Y. Antipin, O.M. Nefedov, Russian. Chem. Bull. 48, 1316 (1999)

    Google Scholar 

  65. V.S. Aksenov, G.A. Terentéva, Y.V. Savinykh, Russ. Chem. Rev. 49, 549 (1980)

    Article  Google Scholar 

  66. F. Clerici, M.L. Gelmi, D. Pocar, J. Org. Chem. 64, 726 (1999)

    Article  Google Scholar 

  67. R. Schroeder, K. Luerssen, Ger. Offen; DE 3,133,917 (1983)

  68. R. Schroeder, K. Luerssen, Chem. Abstr. 99, 22004a (1983)

    Google Scholar 

  69. D. Yu, in Small Ring Compounds in Organic Synthesis. Dissertation,Universität Hamburg (1989)

  70. C. Zorn, A. Goti, A. Brandi, K. Johnsen, S.I. Kozhushkov, A. de Meijere, Chem. Commun. 903 (1998)

  71. S. Danishefsky, Acc. Chem. Res. 12, 66 (1979)

    Article  CAS  Google Scholar 

  72. C. Zorn, A. Goti, A. Brandi, K. Johnsen, M. Noltemeyer, S.I. Kozhushkov, A. de Meijere, J. Org. Chem. 64, 755 (1999)

    Article  CAS  Google Scholar 

  73. T. Heiner, in Small Ring Compounds in Organic Synthesis VI)), Springer, Topics in Current Chemistry, vol. 207 (2000). 1996 Dissertation Universitat Gottingen

  74. T. Adachi, Y. Yamada, I. Inoue, M. Saneyoshi, Synthesis  45 (1977)

    Article  Google Scholar 

  75. M. Es-Sayed, T. Heiner, A. de Meijere. Synlett 57 (1993)

    Article  Google Scholar 

  76. D. Yu (1989) Dissertation, Universitat Hamburg

  77. H. Primke, G.S. Sarin, S. Kohlstruk, G. Adiwidjaja, A. De Meijere, Eur. J. Inorg. Chem. 127, 1051 (1994)

    CAS  Google Scholar 

  78. G. Johnson, B.C. Ross, J. Chem. Soc. Chem. Commun. 1269 (1981)

  79. L. Wessjohann, L. Skattebøl, A. de Meijere, J. Chem. Soc. Chem. Commun. 574 (1990)

  80. R.K. Boeckman Jr., P.F. Jackson, J.P. Sabatucci, J. Am. Chem. Soc. 107, 2191 (1985)

    Article  CAS  Google Scholar 

  81. H.H. Wasserman, R.P. Dion, J. Fukuyama, Tetrahedron 45, 3203 (1989)

    Article  CAS  Google Scholar 

  82. K. Giller, M.S. Baird, A. de Meijere, Synlett 524 (1992)

    Article  Google Scholar 

  83. R. Hutchins, W.-Y. Su, R. Sivakumar, F. Cistone, Y. Stercho, J. Org. Chem. 48, 3412 (1983)

    Article  CAS  Google Scholar 

  84. M. Loreto, L. Pellacani, P. Tardella, J. Heterocycl. Chem. 16, 1233 (1979)

    Article  CAS  Google Scholar 

  85. R.K. Boeckman Jr., J.P. Sabatucci, S.W. Goldstein, D.M. Springer, P.F. Jackson, J. Org. Chem. 51, 3740 (1986)

    Article  CAS  Google Scholar 

  86. H.H. Wasserman, J.M. Fukuyama, Tetrahedron Lett. 32, 7127 (1991)

    Article  CAS  Google Scholar 

  87. M. Tamm, Dissertation, Universität Göttingen (1997)

  88. M.W. Nötzel, M. Tamm, T. Labahn, M. Noltemeyer, M. Es-Sayed, A. de Meijere, J. Org. Chem. 65, 3850 (2000)

    Article  CAS  Google Scholar 

  89. M. Nötzel, Part of a Forthcoming Dissertation, Universität Göttingen (1999)

  90. H.-J. Gutke, Dissertation, Universität Göttingen 1998

  91. L. Hadjiarapoglou, I. Klein, D. Spitzner, A. de Meijere, Synthesis 525 (1996)

  92. L. Hadjiarapoglou, A. de Meijere, H.-J. Seitz, I. Klein, D. Spitzner, Tetrahedron Lett. 35, 3269 (1994)

    Article  CAS  Google Scholar 

  93. A. de Meijere, L. Hadjiarapoglou, M. Noltemeyer, H.-J. Gutke, I. Klein, D. Spitzner, Eur. J. Org. Chem. 63, 441 (1998)

    Article  Google Scholar 

  94. K. Estieu, R. Paugam, J. Ollivier, J. Salaün, F.M. Cordero, A. Goti, A. Brandi, J. Org. Chem. 62, 8276 (1997)

    Article  CAS  Google Scholar 

  95. M. Ferrara, F.M. Cordero, A. Goti, A. Brandi, K. Estieu, R. Paugam, J. Ollivier, J. Salaün, Eur. J. Org. Chem. 11, 2725 (1999)

    Article  Google Scholar 

  96. F.M. Cordero, F. Pisaneschi, A. Goti, J. Ollivier, J. Salaün, A. Brandi, J. Am. Chem. Soc. 122, 8075 (2000)

    Article  CAS  Google Scholar 

  97. A. de Meijere, I. Erden, W. Weber, D. Kaufmann, J. Org. Chem. 53, 152 (1988)

    Article  Google Scholar 

  98. W. Weber, I. Erden, A. de Meijere, Angew. Chem. 92, 387 (1980)

    Article  CAS  Google Scholar 

  99. W. Weber, I. Erden, A. de Meijere, Angew. Chem. Int. Ed. 19, 387 (1980)

    Article  Google Scholar 

  100. R.M. Schonk, C. W. Meijer, B.H. Bakker, H. Cerfontain, S. Zöllner, A. de Meijere, Recl. Trav. Chim. Pays-Bas 112, 457 (1993)

    Article  CAS  Google Scholar 

  101. R.M. Schonk, B.H. Bakker, H. Cerfontain, Phosphorous Sulfur Silicon Rel. Elem. 59, 173 (1991)

    CAS  Google Scholar 

  102. A. Brandi, A. Goti, S. Kozhushkov, A. de Meijere, J. Chem. Soc. Chem. Commun. 2185 (1994)

  103. P. Binger, T. Schmidt, in Houben-Weyl, vol. E 17c, ed. by A. de Meijere A (Thieme, Stuttgart, 1997), p. 2217

  104. P. Binger, P. Wedemann, S. Kozhushkov, A. de Meijere, Eur. J. Org. Chem. 1, 113 (1998)

    Article  Google Scholar 

  105. Y.V. Tomilov, I.V. Kostyuchenko, E.V. Shulishov, O.M. Nefedov, Akad. Nauk. Ser. Khim. 688 (1998)

  106. Y.V. Tomilov, I.V. Kostyuchenko, E.V. Shulishov, O.M. Nefedov, Rus. Chem. Bull. 47, 666 (1998). (Engl. Transl.)

    Article  CAS  Google Scholar 

  107. Y.V. Tomilov, I.V. Kostyuchenko, G.P. Okonnishnikova, E.V. Shulishov, E.A. Yogodkin, O.M. Nefedov, Russ. Chem. Bull. 49, 472 (2000)

    Article  CAS  Google Scholar 

  108. D.D. Coffman, P.L. Barrick, R.D. Cramer, M.S. Raasch, J. Am. Chem. Soc. 71, 490 (1949)

    Article  CAS  Google Scholar 

  109. L.E. Walker, P.D. Barlett, J. Am. Chem. Soc. 95, 150 (1973)

    Article  CAS  Google Scholar 

  110. F.J. Weigert, R.F. Davis, J. Fluor. Chem. 63, 69 (1993)

    Article  CAS  Google Scholar 

  111. Y.V. Tomilov, E.V. Guseva, N.V. Volchkov, E.V. Shulishov, Russ. Chem. Bull. 50, 2113 (2001)

    Article  CAS  Google Scholar 

  112. H.C. Klob, K.B. Sharpless, Tetrahedron 48, 10515 (1992)

    Article  Google Scholar 

  113. G.A. Crispiro, K.S. Jeong, H.C. Klob, Z.M. Wang, D. Xu, K.B. Sharpless, J. Org. Chem. 58, 3785 (1993)

    Article  Google Scholar 

  114. D.C. Brookings, S.A. Harrison, R.J. Whitby, B. Crombie, R.V.H. Jones, Organometallics 20, 4574 (2001)

    Article  CAS  Google Scholar 

  115. F.M. Cordero, A. Brandi, C. Querci, A. Goti, F. de Sarlo, A. Guarna, J. Org. Chem. 55, 1762 (1990)

    Article  CAS  Google Scholar 

  116. F. Machetti, F.M. Cordero, F. de Sarlo, A. Guarna, A. Brandi, Tetrahedron Lett. 37, 4205 (1996)

    Article  CAS  Google Scholar 

  117. A. Brandi, S. Cicchi, F.M. Cordero, R. Frignoli, A. Goti, S. Picasso, P. Vogel, J. Org. Chem. 60, 6806 (1995)

    Article  CAS  Google Scholar 

  118. I. Pastuszak, R.J. Molyneux, L.F. James, A.D. Elbein, Biochemistry 29, 1886 (1990)

    Article  CAS  Google Scholar 

  119. K.L. Chandra, M. Chandrasekhar, V.K. Singh, J. Org. Chem. 67, 4630 (2002)

    Article  CAS  Google Scholar 

  120. G. Bianchi, R. Gandolfi, in 1,3-Dipolar Cycloaddition Chemistry, vol. 2, ed. by A. Padwa (Wiley, New York, 1984), p. 451

  121. F.M. Cordero, A. Goti, F. de Sarlo, A. Guarna, A. Brandi, Tetrahedron 45, 5917 (1989)

    Article  CAS  Google Scholar 

  122. F.M. Cordero, I. Barile, F. de Sarlo, A. Brandi, Tetrahedron Lett. 40, 6657 (1999)

    Article  CAS  Google Scholar 

  123. C. Zorn, B. Anichini, A. Goti, A. Brandi, S.I. Kozhushkov, A. de Meijere, L. Citti, J. Org. Chem. 64, 7846 (1999)

    Article  CAS  Google Scholar 

  124. F.M. Cordero, I. Barile, A. Brandi, S.I. Kozhushkov, A. de Meijere, Synlett 1034 (2000)

  125. F.M. Cordero, A. Brandi, Tetrahedron Lett. 36, 1343 (1995)

    Article  CAS  Google Scholar 

  126. J. Ollivier, N. Girard, J. Salaün, Synlett 1539 (1999)

  127. V. Paschetta, F. M. Cordero, R. Paugam, J. Ollivier, A. Brandi, J. Salaün, Synlett 1233 (2001)

  128. P. Grunanger, P. Vita-Finzi, in Isoxazoles, Part 1. In The Chemistry of Heterocyclic Compounds, vol. 49, ed. by E.C. Taylor, A. Weissberger (Wiley, New York, 1991)

  129. P. Caramella, P. Grunanger, in Nitrile Oxides and Imines. icn 1,3-Dipolar Cycloaddition Chemistry, vol. 1, ed. by A. Padwa (Wiley, New York, 1984), pp. 291–392

  130. C. Grundmann, P. Grunanger, The Nitrile Oxides (Springer, New York, 1971)

    Book  Google Scholar 

  131. A. Brandi, F. M. Cordero, F. de Sarlo, A. Goti, A. Guarna, Synlett 1 (1993)

  132. A. Brandi, F.M. Cordero, A. Goti, A. Guarna, Tetrahedron Lett. 33, 6697 (1992)

    Article  CAS  Google Scholar 

  133. A. Guarna, E.G. Occhiato, F. Machetti, A. Marrucci, G. Danza, M. Serio, P. Paoli, J. Med. Chem. 40, 3466 (1997)

    Article  CAS  Google Scholar 

  134. A. Guarna, E.G. Occhiato, F. Machetti, A. Trabocchi, D. Scarpi, G. Danza, R. Mancina, A. Comerci, M. Serio, Bioorg. Med. Chem. 9, 1385 (2001)

    Article  CAS  Google Scholar 

  135. A. Brandi, F.M. Cordero, F. de Sarlo, R. Gandolfi, M. Bagatti, Tetrahedron. 48, 3323 (1992)

    Article  CAS  Google Scholar 

  136. D.H. Aue, R.B. Lorens, G.S. Helwig, J. Org. Chem. 44, 1202 (1979)

    Article  CAS  Google Scholar 

  137. J.K. Crandall, W.W. Conover, J. Chem. Soc. Chem. Commun. 33 (1973)

    Article  Google Scholar 

  138. D.H. Aue, R.B. Lorens, G.S. Helwig, Tetrahedron Lett. 14, 4795 (1973)

    Article  Google Scholar 

  139. P. Scheiner, in Selective Organic Transformations, vol. 1, ed. by B.S. Thygarajan (Wiley, New York, 1972), p. 327

  140. L. Horner, A. Christmann, Angew. Chem. Int. Ed. 2, 599 (1963)

    Article  Google Scholar 

  141. J.K. Crandall, W.W. Conover, J.B. Komin, J. Org. Chem. 40, 2042 (1975)

    Article  CAS  Google Scholar 

  142. A.M. Al-Majid, B.L. Booth, J.T. Gomes, J. Chem. Res. (M) 580 (1998)

  143. P.C. Heidt, S.C. Bergmeier, W.H. Pearson, Tetrahedron Lett. 31, 5441 (1990)

    Article  CAS  Google Scholar 

  144. K.K.-W. Shen, R.G. Bergman, J. Am. Chem. Soc. 99, 1655 (1977)

    Article  CAS  Google Scholar 

  145. J.K. Crandall, W.W. Conover, J. Org. Chem. 39, 63 (1974)

    Article  CAS  Google Scholar 

  146. Y.V. Tomilov, E.V. Shulishov, O.M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim. 1057 (1991)

  147. M. Traetteberg, A. Simon, E.-M. Peters, A. de Meijere, J. Mol. Struct. 118, 333 (1984)

    Article  CAS  Google Scholar 

  148. W.R. Dolbier Jr., C.R. Burkholder, Tetrahedron 41, 297 (1985)

    Article  CAS  Google Scholar 

  149. E. Vilsmaier, R. Baumheier, M. Lemmert, Synthesis 995 (1990)

  150. A.M. Bernard, P.P. Piras, Synlett 585 (1997)

  151. P. Binger, M.J. Doyle, R. Benn, Chem. Ber. 116, 1 (1983)

    Article  CAS  Google Scholar 

  152. H. M. Buch, P. Binger, in Organometallic Syntheses, vol. 4, ed. by R.B. King, J.J. Eisch (Elsevier, Amsterdam, 1988), p. 330

  153. S.L. Buchwald, R.B. Nielsen, Chem. Rev. 88, 1047 (1988)

    Article  CAS  Google Scholar 

  154. K. Mashima, H. Takaya, Organometallics 4, 1464 (1985)

    Article  CAS  Google Scholar 

  155. K. Mashima, N. Sakai, H. Takaya, Bull. Chem. Soc. Jpn. 64, 2475 (1991)

    Article  CAS  Google Scholar 

  156. P. Binger, P. Müller, S. Podubrin, S. Albus, C. Krüger, J. Organomet. Chem. 656, 288 (2002)

    Article  CAS  Google Scholar 

  157. A. Stolle, H. Becker, J. Salaun, A. de Meijere, Tetrahedron Lett. 35, 3517 (1994)

    Article  CAS  Google Scholar 

  158. W.A. Smit, S.L. Kireev, O.M. Nefedov, V.A. Tarasov, Tetrahedron Lett. 30, 4021 (1989)

    Article  CAS  Google Scholar 

  159. V.A. Smit, S.L. Kireev, O.M. Nefedov, Izv. Akad. Nauk SSSR Ser. Khim. 2637 (1987)

  160. H. Corlay, I.W. James, E. Fouquet, J. Schmidt, W. B. Motherwell, Synlett 990 (1996)

  161. B. Witulski, M. Gößmann, Synlett 1793 (2000)

  162. M.E. Krafft, Z. Fu, L.V.R. Boñaga, Tetrahedron Lett. 42, 1427 (2001)

    Article  CAS  Google Scholar 

  163. H. Corlay, E. Fouquet, E. Magnier, W.B. Motherwell, J. Chem. Soc. Chem. Commun. 183 (1999)

  164. A. de Meijere, L. Wessjohann, Synlett 20 (1990)

  165. A. de Meijere, S.I. Kozhushkov, L.P. Hadjiarapoglou, Top. Curr. Chem. 207, 149 (2000)

    Article  Google Scholar 

  166. A. de Meijere, K. Ernst, B. Zuck, M. Brandl, S.I. Kozhushkov, M. Tamm, D.S. Yufit, J.A.K. Howard, T. Labahn, Eur. J. Org. Chem. 11, 3105 (1999)

    Google Scholar 

  167. M.W. Nötzel, T. Labahn, M. Es-Sayed, A. de Meijere, Eur. J. Org. Chem. 16, 3025 (2001)

    Article  Google Scholar 

  168. J.-L. Stein, L. Stella, J.-M. Surzur, Tetrahedron Lett. 21, 287 (1980)

    Article  CAS  Google Scholar 

  169. A. de Meijere, H. Wenck, F. Seyed-Mahdavi, H.G. Viehe, I. Erden, Tetrahedron 42, 1291 (1986)

    Article  Google Scholar 

  170. T. Nakano, K. Takewaki, T. Yade, Y. Okamoto, J. Am. Chem. Soc. 123, 9182 (2001)

    Article  CAS  Google Scholar 

  171. A. Cappelli, G. Pericot Mohr, M. Anzini, S. Vomero, A. Donati, M. Casolaro, R. Mendichi, G. Giorgi, F. Makovec, J. Org. Chem. 68, 9473 (2003)

    Article  CAS  Google Scholar 

  172. P. Babin, J. Dunoguès, Tetrahedron Lett. 25, 4389 (1984)

    Article  CAS  Google Scholar 

  173. C.F. Koelsch, J. Org. Chem. 25, 2088 (1960)

    Article  CAS  Google Scholar 

  174. M. Suda, Synthesis 714 (1981)

  175. E. Ochoa, M. Mann, D. Sperling, J. Fabian, Eur. J. Org. Chem. 22, 4223 (2001)

    Article  Google Scholar 

  176. D. Seebach, Angew. Chem. 91, 259 (1979)

    Article  CAS  Google Scholar 

  177. D. Seebach, Angew. Chem. Int. Ed. 18, 239 (1979)

    Article  Google Scholar 

  178. F.M. Cordero, F. Pisaneschi, M. Salvati, V. Paschetta, J. Ollivier, J. Salaün, A. Brandi, J. Org. Chem. 68, 3271 (2003)

    Article  CAS  Google Scholar 

  179. D. M. Brunwin, G. Lowe, J. Parker, J. Chem. Soc. C. 3756 (1971)

  180. J. Quick, C. Meltz, J. Org. Chem. 44, 573 (1979)

    Article  CAS  Google Scholar 

  181. T. Hudlicky, T.M. Kutchan, S.M. Naqvi, in Organic Reactions, vol. 33 ed. A.S. Kende (Wiley, New York, 1985), p. 247

  182. Z. Goldshmidt, B. Crammer, Chem. Soc. Rev. 17, 229 (1988)

    Article  Google Scholar 

  183. W.R. Dolbier Jr., S.F. Sellers, J. Org. Chem. 47, 1 (1982)

    Article  CAS  Google Scholar 

  184. S.F. Sellers, W.R. Dolbier Jr., H. Koroniak, D.M. Al-Fekri, J. Org. Chem. 49, 1033 (1984)

    Article  CAS  Google Scholar 

  185. E.V. Guseva, N.V. Volchkov, E.V. Shulishov, Y.V. Tomilov, O.M. Nefedov, Russ. Chem. Bull. 53, 1318 (2004)

    Article  CAS  Google Scholar 

  186. P.S. Engel, Chem. Rev. 80, 99 (1980)

    Article  CAS  Google Scholar 

  187. Y.V. Tomilov, E.V. Guseva, N.V. Volchkov, E. V. Shulishov, O.M. Nefedov, Izv. Akad. Nauk. Ser. Khim. 2119 (2001)

  188. Y.V. Tomilov, E.V. Guseva, N.V. Volchkov, E.V. Shulishov, Russ. Chem. Bull. 50, 2113 (2001)

    Article  CAS  Google Scholar 

  189. E.V. Guseva, N.V. Volchkov, Y.V. Tomilov, B.B. Averkiev, O.M. Nefedov, Eur. J. Org. Chem. 3, 492 (2003)

    Article  Google Scholar 

  190. Y.V. Tomilov, I.V. Kostyuchenko, in Sovremennye problem organicheskoi khimii [Modern Problems of Organic Chemistry], vol. 13 (Izd. SPbGU, St. Petersburg, 2001), p. 113

  191. Y.V. Tomilov, E.V. Shulishov, C.A. Yarygin, O. M. Nefedov, Izv. Akad. Nauk. Ser. Khim. 2203 (1995)

  192. Y.V. Tomilov, E.V. Shulishov, S.A. Yarygin, O.M. Nefedov, Russ. Chem. Bull. 44, 2109 (1995). (Engl. Transl)

    Article  Google Scholar 

  193. M. Yu, B.L. Pagenkopf, Tetrahedron 61, 321 (2005)

    Article  CAS  Google Scholar 

  194. H.-U. Reissig, R. Zimmer, Chem. Rev. 103, 1151 (2003)

    Article  CAS  Google Scholar 

  195. H. Reissig, Top. Curr. Chem. 144, 73 (1988)

    Article  CAS  Google Scholar 

  196. S.B. Park, J.K. Cha, Org. Lett. 2, 147 (2000)

    Article  CAS  Google Scholar 

  197. H. Okumoto, T. Jinnai, H. Shimizu, Y. Harada, H. Mishima, A. Suzuki, Synlett, 629 (2000)

  198. T. Nishimura, K. Ohe, S. Uemura, J. Am. Chem. Soc. 121, 2645 (1999)

    Article  CAS  Google Scholar 

  199. T. Nishimura, K. Ohe, S. Uemura, J. Org. Chem. 66, 1455 (2001)

    Article  CAS  Google Scholar 

  200. J. Revuelta, S. Cicchi, A. Brandi, J. Org. Chem. 70, 5636 (2005)

    Article  CAS  Google Scholar 

  201. A. Brandi, S. Cicchi, F.M. Cordero, A. Goti, Chem. Rev. 103, 1213 (2003)

    Article  CAS  Google Scholar 

  202. H.E. Carter, F.R. Van Abeele, J.W. Rothrock, J. Biol. Chem. 178, 325 (1949)

    CAS  Google Scholar 

  203. S. Grabowski, J. Armbruster, H. Prinzbach, Tetrahedron Lett. 38, 5485 (1997)

    Article  CAS  Google Scholar 

  204. I.V. Kostyuchenko, E.V. Shulishov, V.A. Korolev, V.A. Dokichev, Yu.V. Tomilova, Rus. Chem. Bull. 54, 2562 (2005)

    Article  CAS  Google Scholar 

  205. Y.V. Tomilov, I.V. Kostyuchenko, E.V. Shulishov, O.M. Nefedov, Izv. Akad. Nauk. Ser. Khim. 511 (1997)

    CAS  Google Scholar 

  206. D. Kaufmann, A. de Meijere, Angew. Chem. 85, 151 (1973)

    Article  CAS  Google Scholar 

  207. D. Kaufmann, A. de Meijere, Angew. Chem. Int. Ed. 12, 159 (1973)

    Article  Google Scholar 

  208. D. Kaufmann, A. de Meijere, Tetrahedron Lett. 20, 779 (1979)

    Article  Google Scholar 

  209. D. Kaufmann, A. de Meijere, Chem. Ber. 117, 3134 (1984)

    Article  CAS  Google Scholar 

  210. L. Fitjer, Angew. Chem. 88, 804 (1976)

    Article  CAS  Google Scholar 

  211. L. Fitjer, Angew. Chem. Int. Ed. 15, 763 (1976)

    Article  Google Scholar 

  212. L. Fitjer, Chem. Ber. 115, 1047 (1982)

    Article  CAS  Google Scholar 

  213. I.S. Levina, L.E. Kulikova, E.V. Shulishov, I.P. Klimenko, A.V. Kamernitskii, Y.V. Tomilov, Russ. Chem. Bull. 55, 2119 (2006)

    Article  CAS  Google Scholar 

  214. C. Hansch, P.G. Sammes, J.B. Taylor, C.J. Drayton, in Comprehensive Medicinal Chemistry, vol. 6 (Pergamon, Oxford, 1990)

  215. A.M.P. Koskkinen, H. Hassila, Acta Chem. Scand. 50, 323 (1996)

    Article  Google Scholar 

  216. C.J. Flann, L.E. Overman, A.K. Sarkar, Tetrahedron Lett. 32, 6993 (1991)

    Article  CAS  Google Scholar 

  217. D.A. Benson, I. Karsch-Mizrachi, D.J. Lipman, J. Ostell, B.A. Rapp, D.L. Wheeler, Nucleic Acid Res. 28, 15 (2000)

    Article  Google Scholar 

  218. R. Grigg, B. Putnikovic, C.J. Urch, Tetrahedron Lett. 37, 695 (1996)

    Article  CAS  Google Scholar 

  219. K. Okada, M. Kondo, H. Tanino, H. Kakoi, S. Inoue, Heterocycles 34, 589 (1992)

  220. E. Wenkert, S. Liu, Synthesis 323 (1992)

  221. D.J. Hart, S.C. Wu, Tetrahedron Lett. 32, 4099 (1991)

    Article  CAS  Google Scholar 

  222. R. Grigg, P. Stevenson, T. Worakun, Tetrahedron 44, 2049 (1988)

    Article  CAS  Google Scholar 

  223. I. Fleming, M.A. Loreto, I.H.M. Wallace, J.P. Michael, J. Chem. Soc. Perkin Trans. 1, 349 (1986)

    Article  Google Scholar 

  224. K. Jones, M. Thompson, C. Wright, J. Chem. Soc. Chem. Commun. 115 (1986)

  225. K. Joshi, R. Jain, P. Chand, Heterocyles 23, 957 (1985)

    Article  CAS  Google Scholar 

  226. C.G. Richards, D.E. Thurston, Tetrahedron 39, 1817 (1983)

    Article  Google Scholar 

  227. K. Okada, H. Sakuma, M. Kondo, S. Inoue, Chem. Lett. 8, 213 (1979)

  228. A. Franke, Justus Liebigs Ann. Chem. 5, 717 (1978)

    Google Scholar 

  229. P. Shanmugam, V. Vaithiyanathan, B. Viswambharan, Tetrahedron 62, 4342 (2006)

    Article  CAS  Google Scholar 

  230. K. Lee, S.-I. Kim, J.K. Cha, J. Org. Chem. 63, 9135 (1998)

    Article  CAS  Google Scholar 

  231. M.J. Sung, C.-W. Lee, J.K. Cha, Synlett 561 (1999)

  232. S.-H. Kim, Y. Park, H. Choo, J.K. Cha, Tetrahedron Lett. 43, 6657 (2002)

    Article  CAS  Google Scholar 

  233. O.L. Epstein, J.M. Seo, N. Masalov, J.K. Cha, Org. Lett. 7, 2105 (2005)

    Article  CAS  Google Scholar 

  234. P. Bertus, J. Szymoniak, Org. Lett. 9, 659 (2007)

    Article  CAS  Google Scholar 

  235. J. Lee, J.D. Ha, J.K. Cha, J. Am. Chem. Soc. 119, 8127 (1997)

    Article  CAS  Google Scholar 

  236. S. Santra, N. Masalov, O. Epstein, J.K. Cha, Org. Lett. 7, 5901 (2005)

    Article  CAS  Google Scholar 

  237. A. Guarna, C. Belle, F. Machetti, E.G. Occhiato, A.H. Payne, C. Cassiani, A. Comerci, G. Danza, A. de Bellis, S. Dini, A. Marrucci, M. Serio, J. Med. Chem. 40, 1112 (1997)

    Article  CAS  Google Scholar 

  238. F.M. Cordero, F. de Sarlo, A. Brandi, Monatsh. Chem. 135, 649 (2004)

    Article  CAS  Google Scholar 

  239. F.M. Cordero, M. Salvati, F. Pisaneschi, A. Brandi, Eur. J. Org. Chem. 10, 2205 (2004)

    Article  CAS  Google Scholar 

  240. M. Marradi, A. Brandi, J. Magull, H. Schill, A. de Meijere, Eur. J. Org. Chem. 24, 5485 (2006)

    Article  CAS  Google Scholar 

  241. F. Brackmann, A. de Meijere, Chem. Rev. 107, 4493 (2007)

    Article  CAS  Google Scholar 

  242. F. Brackmann, A. de Meijere, Chem. Rev. 107, 4538 (2007)

    Article  CAS  Google Scholar 

  243. F. Gnad, O. Reiser, Chem. Rev. 103, 1603 (2003)

    Article  CAS  Google Scholar 

  244. S. Murahashi, H. Mitsui, T. Shiota, T. Tsuda, S. Watanabe, J. Org. Chem. 55, 1736 (1990)

    Article  CAS  Google Scholar 

  245. E. Marcantoni, M. Petrini, O. Polimanti, Tetrahedron Lett. 36, 3561 (1995)

    Article  CAS  Google Scholar 

  246. R.W. Murray, K. Iyanar, J. Chen, J.T. Wearing, J. Org. Chem. 61, 8099 (1996)

    Article  CAS  Google Scholar 

  247. M. Salvati, F.M. Cordero, F. Pisaneschi, F. Bucelli, A. Brandi, Tetrahedron 61, 8836 (2005)

    Article  CAS  Google Scholar 

  248. S. Cicchi, I. Hold, A. Brandi, J. Org. Chem. 58, 5274 (1993)

    Article  CAS  Google Scholar 

  249. F.M. Cordero, M. Salvati, C. Vurchio, A. de Meijere, A. Brandi, J. Org. Chem. 74, 4225 (2009)

    Article  CAS  Google Scholar 

  250. I.V. Kostyuchenko, E.V. Shulishov, R.R. Rafikov, A.I. Novichkov, V.A. Dokichev, Y.V. Tomilov, Russ. Chem. Bull. 58, 339 (2009)

    Article  CAS  Google Scholar 

  251. R.R. Rafikov, R.A. Novikov, E.V. Shulishov, L.D. Konyushkin, V.V. Semenov, Y.V. Tomilov, Russ. Chem. Bull. 58, 1927 (2009)

    Article  CAS  Google Scholar 

  252. V.A. D’yakonov, R.A. Tuktarova, O.A. Trapeznikova, L.M. Khalilov, N.R. Popod’ko, ARKIVOC 8, 20 (2011)

    Google Scholar 

  253. S.A. Hoyte, J.L. Spencer, Organometallics 30, 5415 (2011)

    Article  CAS  Google Scholar 

  254. F.M. Cordero, F. Machetti, D. Giomi, in Comprehensive Heterocyclic Chemistry III, vol. 4, ed. by A.R. Katritzky, C.A. Ramsden, E.F.V. Scriven, R.J.K. Taylor (Elsevier, Oxford, 2008), p. 365

  255. A. Brandi, F.M. Cordero, C. Vurchio, M. Lucentini, S. Cicchi, Heterocycles 84, 1251 (2012)

    Article  CAS  Google Scholar 

  256. X.-C. Hang, Q.-Y. Chen, J.-C. Xiao, Synlett 1989 (2008)

  257. F.M. Cordero, C. Vurchio, S. Cicchi, A. de Meijere, A. Brandi, Beilstein J. Org. Chem. 7, 298 (2011)

    Article  CAS  Google Scholar 

  258. J. Revuelta, S. Cicchi, A. de Meijere, A. Brandi, Eur. J. Org. Chem. 6, 1085 (2008)

    Article  CAS  Google Scholar 

  259. F.M. Cordero, C. Vurchio, M. Lumini, A. Brandi, Amino Acids 44, 769 (2013)

    Article  CAS  Google Scholar 

  260. V.V. Diev, T.Q. Tung, A.P. Molchanov, Eur. J. Org. Chem. 4, 525 (2009)

    Article  CAS  Google Scholar 

  261. T.Q. Tran, V.V. Diev, G.L. Starova, V.V. Gurzhiy, A.P. Molchanov, Eur. J. Org. Chem. 10, 2054 (2012)

    Article  CAS  Google Scholar 

  262. A.P. Molchanov, T.Q. Tran, R.R. Kostikov, Russ. Chem. Bull. 60, 2296 (2011)

    Article  CAS  Google Scholar 

  263. T.Q. Tran, V.V. Diev, A.P. Molchanov, Tetrahedron 67, 2391 (2011)

    Article  CAS  Google Scholar 

  264. A.P. Molchanov, T.Q. Tung, R.R. Kostikov, Russ. J. Org. Chem. 47, 269 (2011)

    Article  CAS  Google Scholar 

  265. Q. Xiao, S. Ye, J. Wu, Org. Lett. 14, 3430 (2012)

    Article  CAS  Google Scholar 

  266. A.V. Stepakov, A.G. Larina, V.M. Boitsov, A.P. Molchanov, G.L. Starova, Tetrahedron Lett. 53, 3411 (2012)

    Article  CAS  Google Scholar 

  267. S. Diethelm, E.M. Carreira, J. Am. Chem. Soc. 135, 8500 (2013)

    Article  CAS  Google Scholar 

  268. S. Diethelm, F. Schoenebeck, E.M. Carreira, Org. Lett. 16, 960 (2014)

    Article  CAS  Google Scholar 

  269. T.L. Liu, Z.L. He, H.Y. Tao, Y.P. Cai, C.J. Wang, Chem. Commun. 2616 (2011)

    Article  CAS  Google Scholar 

  270. K. Ogata, Y. Atsuumi, S. Fukuzawa, Org. Lett. 12, 4536 (2010)

    Article  CAS  Google Scholar 

  271. K. Ogata, D. Shimada, S. Furuya, S. Fukuzawa, Org. Lett. 15, 1182 (2013)

    Article  CAS  Google Scholar 

  272. J. Foerstner, S. Kozhushkov, P. Binger, P. Wedemann, M. Noltemeyer, A. de Meijere, H. Butenschön, Chem. Commun. 239 (1998)

  273. S.I. Kozhushkov, J. Foerstner, A. Kakoschke, D. Stellfeldt, L. Yong, R. Wartchow, A. de Meijere, H. Butenschön, Chem. Eur. J. 12, 5642 (2006)

    Article  CAS  Google Scholar 

  274. S. Komagawa, C. Wang, K. Morokuma, S. Saito, M. Uchiyama, J. Am. Chem. Soc. 135, 14508 (2013)

    Article  CAS  Google Scholar 

  275. L. Zhao, A. de Meijere, Adv. Synth. Catal. 348, 2484 (2006)

    Article  CAS  Google Scholar 

  276. M. Ohashi, T. Taniguchi, S. Ogoshi, Organometallics 29, 2386 (2010)

    Article  CAS  Google Scholar 

  277. T. Taniguchi, M. Ohashi, S. Saito, S. Ogoshi, J. Phys. Conf. Ser. 232, 012016 (2010)

    Article  CAS  Google Scholar 

  278. M. Hamaguchi, M. Nakaishi, T. Nagai, T. Nakamura, M. Abe, J. Am. Chem. Soc. 129, 12981 (2007)

    Article  CAS  Google Scholar 

  279. M.A. Chowdhury, H. Senboku, M. Tokuda, Tetrahedron Lett. 44, 3329 (2003)

    Article  CAS  Google Scholar 

  280. M. Miao, J. Cao, J. Zhang, X. Huang, L. Wu, Org. Lett. 14, 2718 (2012)

    Article  CAS  Google Scholar 

  281. R. Richter, S. H. von Reuß, W. A. König, Phytochem. 71, 1371 (2010)

    Article  CAS  Google Scholar 

  282. U.M. Dzhemilev, R.I. Khusnutdinov, A.G. Tolstikov, Usp. Khim. 16, 65 (1987)

    Google Scholar 

  283. U.M. Dzhemilev, R.I. Khusnutdinov, A.G. Tolstikov, Russ. Chem. Rev. 16 (1987) (Engl. Transl.)

  284. G.W. Burdette, H.R. Lander, J.R. McCoy, J. Energy. 2, 289 (1978)

    Article  CAS  Google Scholar 

  285. V.A. D’yakonov, G.N. Kadikova, L.M. Khalilov, U.M. Dzhemilev, Russ. Chem. Bull. 60, 182 (2011)

    Article  CAS  Google Scholar 

  286. K.A.P. Lingam, A.B. Mandal, P. Shanmugam, Tetrahedron Lett. 52, 3610 (2011)

    Article  CAS  Google Scholar 

  287. R. Flores, A. Rustullet, R. Alibès, A. Àlvarez-Larena, P. de March, M. Figueredo, J. Font, J. Org. Chem. 76, 5369 (2011)

    Article  CAS  Google Scholar 

  288. Y.V. Tomilov, E.V. Revunov, E.V. Shulishov, V.V. Semenov, Russ. Chem. Bull. 61, 280 (2012)

    Article  CAS  Google Scholar 

  289. T. Saget, D. Perez, N. Cramer, Org. Lett. 15, 1354 (2013)

    Article  CAS  Google Scholar 

  290. V.A. D’yakonov, O.A. Trapeznikova, U.M. Dzhemilev, Russ. Chem. Bull. 60, 107 (2011)

    Google Scholar 

  291. T.Q. Tran, R.S. Savinkov, V.V. Diev, G.L. Starova, A.P. Molchanov, Tetrahedron 69, 5173 (2013)

    Article  CAS  Google Scholar 

  292. A. Haouas, N.B. Hamadi, M. Msaddek, J. Heterocycl. Chem. 52, 1765 (2015)

    Article  CAS  Google Scholar 

  293. M.W. Nötzel, D. Frank, T. Labahn, J. Magull, A. de Meijere, Eur. J. Org. Chem. 11, 1683 (2009)

    Article  CAS  Google Scholar 

  294. B. Ranieri, A. Sartori, C. Curti, L. Battistini, G. Rassu, G. Pelosi, G. Casiraghi, F. Zanardi, Org. Lett. 16, 932 (2014)

    Article  CAS  Google Scholar 

  295. R. Shintani, S. Park, T. Hayashi, J. Am. Chem. Soc. 129, 14866 (2007)

    Article  CAS  Google Scholar 

  296. J. Barluenga, R. Sigüeiro, R. Vicente, A. Ballesteros, M. Tomás, M.A. Rodríguez, Angew. Chem. Int. Ed. 51, 10377 (2012)

    Article  CAS  Google Scholar 

  297. M. von Seebach, R. Grigg, A. de Meijere, Eur. J. Org. Chem. 19, 3268 (2002)

    Article  Google Scholar 

  298. A. de Meijere, M. Schelper, M. Knoke, B. Yucel, H.W. Sünnemann, R.P. Scheurich, L. Arve, J. Organomet. Chem. 687, 249 (2003)

    Article  CAS  Google Scholar 

  299. R.C. da Silva, Dr. I. Chatterjee, E.o Escudero-Adán, M.W.  Paixão, P. Melchiorre, Asian. J. Org. Chem. 3, 466 (2014)

    Google Scholar 

  300. J.S. Kapure, C.N. Reddy, P.R. Adiyala, R. Nayak, V.L. Nayak, J.B. Nanubolu, K.K. Singarapu, R.A. Maurya, RSC Adv. 4, 38425 (2014)

    Article  CAS  Google Scholar 

  301. B. Ramakrishna, P.R. Sridhar, RSC Adv. 5, 8142 (2015)

    Article  CAS  Google Scholar 

  302. P.B. Alper, C. Meyers, A. Lerchner, D.R. Siegel, E.M. Carreira, Angew. Chem. Int. Ed. 38, 3186 (1999)

    Article  CAS  Google Scholar 

  303. C. Fischer, C. Meyers, E.M. Carreira, Helv. Chim. Acta 83, 1175 (2000)

    Article  CAS  Google Scholar 

  304. C. Meyers, E.M. Carreira, Angew. Chem. Int. Ed. 42, 694 (2003)

    Article  CAS  Google Scholar 

  305. C. Marti, E.M. Carreira, J. Am. Chem. Soc. 127, 11505 (2005)

    Article  CAS  Google Scholar 

  306. Z.Y. Cao, F. Zhou, Y.H. Yu, J. Zhou, Org. Lett. 15, 42 (2013)

    Article  CAS  Google Scholar 

  307. L.-H. Sun, L.-T. Shen, S. Ye, Chem. Commun. 10136 (2011)

    Article  CAS  Google Scholar 

  308. X. Jiang, Y. Cao, Y. Wang, L. Liu, F. Shen, R. Wang, J. Am. Chem. Soc. 132, 15328 (2010)

    Article  CAS  Google Scholar 

  309. B.M. Trost, N. Cramer, S.M. Silverman, J. Am. Chem. Soc. 129, 12396 (2007)

    Article  CAS  Google Scholar 

  310. G. Bencivenni, L.-Y. Wu, A. Mazzanti, B. Giannichi, F. Pesciaioli, M.-P. Song, G. Bartoli, P. Melchiorre, Angew. Chem. Int. Ed. 48, 7200 (2009)

    Article  CAS  Google Scholar 

  311. X.-H. Chen, Q. Wei, S.-W. Luo, H. Xiao, L.-Z. Gong, J. Am. Chem. Soc. 131, 13819 (2009)

    Article  CAS  Google Scholar 

  312. A.P. Antonchick, C. Gerding-Reimers, M. Catarinella, M. Schürmann, H. Preut, S. Ziegler, D. Rauh, H. Waldmann, Nat. Chem. 2, 735 (2010)

    Article  CAS  Google Scholar 

  313. B. Tan, N.B. Candeias, C.F. Barbas III, Nat. Chem. 3, 473 (2011)

    CAS  Google Scholar 

  314. Y.-B. Lan, H. Zhao, Z.-M. Liu, G.-G. Liu, J.-C. Tao, X.W. Wang, Org. Lett. 13, 4866 (2011)

    Article  CAS  Google Scholar 

  315. L. Liu, D. Wu, X. Li, S. Wang, H. Li, J. Li, W. Wang, Chem. Commun. 1692 (2012)

    Article  CAS  Google Scholar 

  316. X. Huang, J. Peng, L. Dong, Y.-C. Chen, Chem. Commun. 2439 (2012)

    Article  CAS  Google Scholar 

  317. F. Zhou, Y.-L. Liu, J. Zhou, Adv. Synth. Catal. 352, 1381 (2010)

    Article  CAS  Google Scholar 

  318. K. Shen, X. Liu, L. Lin, X. Feng, Chem. Sci. 3, 327 (2012)

    Article  CAS  Google Scholar 

  319. N.R. Ball-Jones, J.J. Badillo, A.K. Franz, Org. Biomol. Chem. 10, 5165 (2012)

    Article  CAS  Google Scholar 

  320. C.V. Galliford, K.A. Scheidt, Angew. Chem. Int. Ed. 46, 8748 (2007)

    Article  CAS  Google Scholar 

  321. B. M. Trost, M. K. Brennan, Synthesis 3003 (2009)

  322. S. Muthusamy, C. Gunanathan, Synlett 1599 (2003)

  323. Y. Chen, J.V. Ruppel, X.P. Zhang, J. Am. Chem. Soc. 129, 12074 (2007)

    Article  CAS  Google Scholar 

  324. S. Zhu, J.V. Ruppel, H. Lu, L. Wojtas, X.P. Zhang, J. Am. Chem. Soc. 130, 5042 (2008)

    Article  CAS  Google Scholar 

  325. S. Chen, J. Ma, J. Wang, Tetrahedron Lett. 49, 6781 (2008)

    Article  CAS  Google Scholar 

  326. S. Muthusamy, D. Azhagan, B. Gnanaprakasam, E. Suresh, Tetrahedron Lett. 51, 5662 (2010)

    Article  CAS  Google Scholar 

  327. X. Wang, Z. Han, Z. Wang, K. Ding, Angew. Chem. Int. Ed. 51, 936 (2012)

    Article  CAS  Google Scholar 

  328. X. Wang, F. Meng, Y. Wang, Z. Han, Y.-J. Chen, L. Liu, Z. Wang, K. Ding, Angew. Chem. Int. Ed. 51, 9276 (2012)

    Article  CAS  Google Scholar 

  329. Z.-Y. Cao, X. Wang, C. Tan, X.-L. Zhao, J. Zhou, K. Ding, J. Am. Chem. Soc. 135, 8197 (2013)

    Article  CAS  Google Scholar 

  330. M. Ošeka, A. Noole, S. Žari, M. Öeren, I. Järving, M. Lopp, T. Kanger, Eur. J. Org. Chem. 17, 3599 (2014)

    Article  CAS  Google Scholar 

  331. R.A. Maurya, C.N. Reddy, G.S. Mani, J.S. Kapure, P.R. Adiyala, J.B. Nanubolu, K.K. Singarapu, A. Kamal, Tetrahedron 70, 4709 (2014)

    Article  CAS  Google Scholar 

  332. S. Muthusamy, R. Ramkumar, Tetrahedron Lett. 55, 6389 (2014)

    Article  CAS  Google Scholar 

  333. G. Karthik, T. Rajasekaran, B. Sridhar, B.V. Subba Reddy, Tetrahedron Lett. 55, 7064 (2014)

    Article  CAS  Google Scholar 

  334. J. Banothu, S. Basavoju, R. Bavantula, J. Heterocyclic. Chem. 52, 853 (2015)

    Article  CAS  Google Scholar 

  335. PLK4 polo like kinase 4 [Homo sapiens (human)], Gene ID: 10733, updated on 1-Jan-2017

  336. P.B. Sampson, Y. Liu, N.K. Patel, M. Feher, B. Forrest, S.-W. Li, L. Edwards, R. Laufer, Y. Lang, F. Ban, D.E. Awrey, G. Mao, O. Plotnikova, G. Leung, R. Hodgson, J. Mason, X. Wei, R. Kiarash, E. Green, W. Qui, N.Y. Chirgadze, T.W. Mak, G. Pan, H.W. Pauls, J. Med. Chem. 58, 130 (2015)

    Article  CAS  Google Scholar 

  337. P.B. Sampson, Y. Liu, B. Forrest, G. Cumming, S.-W. Li, N. K. Patel, L. Edwards, R. Laufer, M. Feher, F. Ban, D.E. Awrey, G. Mao, O. Plotnikova, R. Hodgson, I. Beletskaya, J.M. Mason, X. Luo, V. Nadeem, X. Wei, R. Kiarash, B. Madeira, P. Huang, T.W. Mak, G. Pan, H.W. Pauls, J. Med. Chem. 58, 147 (2015)

    Article  CAS  Google Scholar 

  338. T.-R. Li, S.-W. Duan, W. Ding, Y.-Y. Liu, J.-R. Chen, L.-Q. Lu, W.-J. Xiao, J. Org. Chem. 79, 2296 (2014)

    Article  CAS  Google Scholar 

  339. V. Kavala, C.-C. Wang, Y.-H. Wang, C.-W. Kuo, D. Janreddy, W.-C. Huang, T.-S. Kuo, C. Hui He, M.-L. Chen, C.-F. Yao, Adv. Synth. Catal. 356, 2609 (2014)

    Article  CAS  Google Scholar 

  340. V. Helan, A. Mills, D. Drewry, D. Grant, J. Org. Chem. 75, 6693 (2010)

    Article  CAS  Google Scholar 

  341. J. Luo, B. Wu, M.-W. Chen, G.-F. Jiang, Y.-G. Zhou, Org. Lett. 16, 2578 (2014)

    Article  CAS  Google Scholar 

  342. U. Das, Y.-L. Tsai, W. Lin, Org. Biomol. Chem. 11, 44 (2013)

    Article  CAS  Google Scholar 

  343. Y. Xing, G. Sheng, J. Wang, P. Lu, Y. Wang, Org. Lett. 16, 1244 (2014)

    Article  CAS  Google Scholar 

  344. R. Zhou, C. Yang, Y. Liu, R. Li, Z. He, J. Org. Chem. 79, 10709 (2014)

    Article  CAS  Google Scholar 

  345. A.N. Vereshchagin, M.N. Elinson, E.O. Dorofeeva, R.F. Nasybullin, I.S. Bushmarinov, A.S. Goloveshkin, M.P. Egorov, Electrochim. Acta 165, 116 (2015)

    Article  CAS  Google Scholar 

  346. M.N. Elinson, A.N. Vereshchagin, E.O. Tretyakova, I.S. Bushmarinov, G.I. Nikishin, Synthesis 3015 (2011)

    Article  CAS  Google Scholar 

  347. B. Nanda, S. Padimanavan, B. Tripathy, A.S. Mittra, J. Indian Chem. Soc. 52, 553 (1975)

    Google Scholar 

  348. S. Devi, A. Nayak, A.S. Mittra, J. Indian Chem. Soc. 61, 640 (1984)

    CAS  Google Scholar 

  349. W. Adam, N. Carballeira, E.M. Peters, K. Peters, H.G. Von Schnering, J. Am. Chem. Soc. 105, 5132 (1983)

    Article  CAS  Google Scholar 

  350. D. Pasto, A. Fu-Tai Chen, Tetrahedron Lett. 13, 2995 (1972)

    Article  Google Scholar 

  351. M.L. Poutsma, P.A. Ibarbia, J. Am. Chem. Soc. 93, 440 (1971)

    Article  CAS  Google Scholar 

  352. T. Tsuji, R. Kikuchi, S. Nishida, Bull. Chem. Soc. Jpn 58, 1603 (1985)

    Article  CAS  Google Scholar 

  353. J.E. Baldwin, J. Pitlik, Tetrahedron Lett. 31, 2483 (1990)

    Article  CAS  Google Scholar 

  354. T. Thiemann, S. Kohlstruk, G. Schwӓr, A. de Meijere, Tetrahedron Lett. 32, 3483 (1991)

    Article  Google Scholar 

  355. M.D. Fernández, M.P. de Frutos, J.L. Marco, E. Fernández-Alvarez, M. Bernabé, Tetrahedron Lett. 30, 3101 (1989)

    Article  CAS  Google Scholar 

  356. C. Alcaraz, A. Herrero, J.L. Marco, E. Fernández-Alvarez, M. Bernabé, Tetrahedron Lett. 33, 5605 (1992)

    Article  CAS  Google Scholar 

  357. D. Litkei, V.P. Khilya, A.V. Turov, L. Siladi, S. Bokotei, Sh. Antus, Chem. Heterocycl. Compds. 31, 541 (1995)

    Google Scholar 

  358. M.K. Gurjar, P. Kumar, B.V. Rao, Tetrahedron Lett. 37, 8617 (1996)

    Article  CAS  Google Scholar 

  359. S. Koto, Y. Takebe, S. Zen, Bull. Chem. Soc. Jpn 45, 291 (1972)

    Article  CAS  Google Scholar 

  360. A. Vogel, Textbook of practical organic chemistry, including qualitative organic analysis (VOGEL’S), 4th ed., Longman, New York (1978), p. 905

  361. S.S. Nasibov, N.S. Sadykhov, F.M. Muradava, Russ. Chem. Bull. 46, 1618 (1997)

    Article  CAS  Google Scholar 

  362. T.C. McMorris, M.J. Kelner, W. Wang, L.A. Estes, M.A. Montoya, R. Taetle, J. Org. Chem. 57, 6876 (1992)

    Article  CAS  Google Scholar 

  363. H. Kigoshi, Y. Imamura, K. Mizuta, H. Niwa, K. Yamada, J. Am, Chem. Soc. 115, 3056 (1993)

    Article  CAS  Google Scholar 

  364. H. Primke, G.S. Sarin, S. Kohlstruk, G. Adiwidjaja, A. de Meijere, Chem. Ber. 127, 1051 (1994)

    Article  CAS  Google Scholar 

  365. D. Spitzner, A. Engler, P. Wagner, A. de Meijere, G. Bengtson, A. Simon, K. Peters, E.-M. Peters, Tetrahedron 43, 3213 (1987)

    Article  CAS  Google Scholar 

  366. M.D. Menachery, M.P. Cava, J. Nut. Prod. 44, 320 (1981)

    Article  Google Scholar 

  367. M. Shamma, J.L. Moniot, in Isoquinoline Alkaloids Research 1972–1977 (Plenum Press, New York, 1978)

  368. E. Konz, J. Kaiser (Hoechst AG), Ger. Offen. DE 3233424Al vom 15. 03. 1984, (Chem. Abstr., 1985, 101, P 38362m)

  369. A.H. Newman, H.W.M. Lueddens, P. Skolnick, K.C. Rice, J. Med. Chem. 30, 1901 (1987)

    Article  CAS  Google Scholar 

  370. H.L. Pearce, N.J. Bach, T.L. Cramer, Tetrahedron Lett. 30, 907 (1989)

    Article  CAS  Google Scholar 

  371. A. de Meijere, I.D. Kuchuk, V.V. Sokolov, T. Labahn, K. Rauch, M. Es-Sayed, T. Krämer, Eur. J. Org. Chem. 6, 985 (2003)

    Article  Google Scholar 

  372. A. de Meijere, F.E. Meyer, Angew. Chem. 106, 2473 (1994)

    Article  Google Scholar 

  373. A. de Meijere, S. Bräse, J. Organomet. Chem. 576, 88 (1991)

    Article  Google Scholar 

  374. T. Jeffery, Tetrahedron Lett. 26, 2667 (1985)

    Article  CAS  Google Scholar 

  375. T. Jeffery, Tetrahedron 52, 10113 (1996)

    Article  CAS  Google Scholar 

  376. T. Jeffery, J. Chem. Soc. Chem. Commun. 1287 (1984)

  377. G.W. Stacy, R.I. Day, R.J. Morath, J. Am. Chem. Soc. 77, 3869 (1955)

    Article  CAS  Google Scholar 

  378. V.N. Belov, C. Funke, T. Labahn, M. Es-Sayed, A. de Meijere, Eur. J. Org. Chem. 6, 1345 (1999)

    Article  Google Scholar 

  379. M. Robert, M. Barbier, E. Lederer, L. Roux, K. Biemann, W. Vetter, Bull. Soc. Chim. Fr. 187 (1962)

  380. E. Hardegger, P. Liechti, L.M. Jackman, A. Boller, P.A. Plattner, Helv. Chim. Acta 46, 60 (1963)

    Article  CAS  Google Scholar 

  381. K.H. Ang, S. Bräse, A.G. Steinig, F.E. Meyer, A. Llebaria, K. Voigt, A. de Meijere, Tetrahedron 52, 11503 (1996)

    Article  CAS  Google Scholar 

  382. F. E. Meyer, K. H. Ang, A. G. Steinig, A. de Meijere, Synlett 191 (1994)

  383. S. Körbe, A. de Meijere, T. Labahn, Helv. Chim. Acta 85, 3161 (2002)

    Article  Google Scholar 

  384. B.M. Trost, Tetrahedron 33, 2615 (1977)

    Article  CAS  Google Scholar 

  385. B.M. Trost, Acc. Chem. Res. 13, 385 (1980)

    Article  CAS  Google Scholar 

  386. J. Tsuji, Tetrahedron 42, 4361 (1986)

    Article  CAS  Google Scholar 

  387. J. Tsuji, I. Minami, Acc. Chem. Res. 20, 140 (1987)

    Article  CAS  Google Scholar 

  388. G. Consiglio, R.M. Waymouth, Chem. Rev. 89, 257 (1989)

    Article  CAS  Google Scholar 

  389. C.G. Frost, J. Howarth, J.M.J. Williams, Tetrahedron Asymmetry 3, 1089 (1992)

    Article  CAS  Google Scholar 

  390. A. de Meijere, S.I. Kozhushkov, D.S. Yufit, R. Boese, T. Haumann, D.L. Pole, P.K. Sharma, J. Warkentin, Liebigs Ann. 601 (1996)

  391. A. de Meijere, S.I. Kozhushkov, D.S Yufit, J.A.K. Howard, Mendeleev Commun. 9, 5 (1999)

    Article  Google Scholar 

  392. S. Bräse, M. Schroen, Angew. Chem. Int. Ed. 38, 1071 (1999)

    Article  Google Scholar 

  393. A. de Meijere, H. Nüske, M. Es-Sayed, T. Labahn, M. Schroen, S. Bräse, Angew. Chem. Int. Ed. 38, 3669 (1999)

    Article  Google Scholar 

  394. H. Nüske, S. Bräse, S.I. Kozhushkov, M. Noltemeyer, M. Es-Sayed, A. de Meijere, Chem. Eur. J. 8, 2350 (2002)

    Article  Google Scholar 

  395. K. Yamada, M. Ojika, H. Kigoshi, Angew. Chem. 110, 1918 (1998)

    Article  Google Scholar 

  396. K. Yamada, M. Ojika, H. Kigoshi, Angew. Chem. Int. Ed. 37, 1818 (1998)

    Article  CAS  Google Scholar 

  397. U. Harttig, T. Anke, A. Scherer, W. Steglich, Phytochem. 29, 3942 (1990)

    Article  CAS  Google Scholar 

  398. S. Bräse, A. de Meijere, Angew. Chem. Int. Ed. 34, 2545 (1995)

    Article  Google Scholar 

  399. D. Jönsson, H. Molin, A. Undén, Tetrahedron Lett. 39, 1059 (1998)

    Article  Google Scholar 

  400. A.S. Kiselyov, L. Smith, R.W. Armstrong, Tetrahedron 54, 5089 (1998)

    Article  CAS  Google Scholar 

  401. H. Richer, G. Jung, Tetrahedron Lett. 39, 2729 (1998)

    Article  Google Scholar 

  402. T.W. Kensler, D.A. Cooney, in Design of Enzyme Inhibitors as Drugs, ed. by M. Sadler, H.J. Smith (Oxford University Press, Oxford, 1989), p. 379

  403. A.T. Hudson, in Topics in Medicinal Chemistry, ed. by P.R. Leeming (Royal Society of Chemistry, London, 1988), p. 266

  404. A.T. Hudson, in Topics in Medicinal Chemistry, vol. 4, ed. by P.J. Leeming (RSC/SCI Medicinal Chemistry Symposium, Royal Society of Chemistry, London, 1988), p. 266

  405. W. Fraser, C.J. Suckling, H.G.S. Wood, J. Chem. Soc. Perkin Trans. 1, 3137 (1990)

    Article  Google Scholar 

  406. J. Haddow, C.J. Suckling, H.C.S. Wood, J. Chem. Soc. Perkin Trans. 1, 1297 (1989)

    Article  Google Scholar 

  407. C.J. Suckling, in Trends in Medicinal Chemistry ‘88, vol. 805, ed. by H. van der Goot, G. Domany, L. Pallos, H. Timmerman (Elsevier, Amsterdam, 1989)

  408. S. Husbands, W. Fraser, C.J. Suckling, H.C.S. Wood, Tetrahedron 51, 865 (1995)

    Article  CAS  Google Scholar 

  409. A.I. Meyers, A. Nabeya, H.W. Adickes, I.R. Politzer, G.R. Malone, A.C. Kovelesky, R.L. Nolen, R.C. Portnoy, J. Org. Chem. 38, 36 (1973)

    Article  CAS  Google Scholar 

  410. C. Funke, M. Es-Sayed, A. de Meijere, Org. Lett. 2, 4249 (2000)

    Article  CAS  Google Scholar 

  411. S.M. Colegate, P.R. Dorling, C.R. Huxtable, T.J. Shaw, B.W. Skelton, P. Vogel, A.H. White, Aust. J. Chem. 42, 1249 (1989)

    Article  Google Scholar 

  412. K. Kariyone, H. Yazawa, M. Kohsaka, Chem. Pharm. Bull. 19, 2289 (1971)

    Article  CAS  Google Scholar 

  413. P. Beak, A. Basu, D.J. Gallagher, Y.S. Park, S. Thayumanavan, Acc. Chem. Res. 29, 552 (1996)

    Article  CAS  Google Scholar 

  414. P. Beak, S. Wu, E.K. Yum, Y.M. Jun, J. Org. Chem. 59, 276 (1994)

    Article  CAS  Google Scholar 

  415. Y.S. Park, P. Beak, Tetrahedron 52, 12333 (1996)

    Article  CAS  Google Scholar 

  416. H.-U. Wagner, G. Boche, Naturforsch 37b, 1339 (1982)

    CAS  Google Scholar 

  417. J.M. Mallan, R.L. Bebb, Chem. Rev. 69, 693 (1969)

    Article  CAS  Google Scholar 

  418. P. Beak, A.I. Meyers, Acc. Chem. Res. 19, 356 (1986)

    Article  CAS  Google Scholar 

  419. G.W. Klumpp, Recl. Trav. Chim. Pays-Bas 105, 1 (1986)

    Article  CAS  Google Scholar 

  420. K.-P. Hartmann, M. Heuschmann, Tetrahedron 56, 4213 (2000)

    Article  CAS  Google Scholar 

  421. W.R. Dolbier Jr., M. Seabury, D. Daly, B.E. Smart, J. Org. Chem. 51, 974 (1986)

    Article  CAS  Google Scholar 

  422. A. de Meijere, in Proceedings of the Fifth International Kyoto Conference on New Aspects of Organic Chemistry, ed. by Z. Yoshida, Y. Ohshiro (WCH, New York, 1992)

  423. K. Rühlmann, Synthesis 236 (1971)

  424. D. Spitzner, H. Swoboda, Tetrahedron Lett. 27, 1281 (1986)

    Article  CAS  Google Scholar 

  425. A. Lechevallier, F. Huet, J.M. Conia, Tetrahedron 39, 3307 (1983)

    Article  CAS  Google Scholar 

  426. F. Huet, A. Lechevallier, J.M. Conia, Tetrahedron Lett. 18, 2521 (1977)

    Article  Google Scholar 

  427. P. Pouzet, I. Erdelmeier, P. Ginderow, J.P. Mornon, D.M. Dansette, D. Mansuy, J. Chem. Soc. Chem. Commun. 473 (1995)

  428. N. Furukawa, S. Zhang, S. Sato, M. Higaki, Heterocycles 44, 61 (1997)

    Article  CAS  Google Scholar 

  429. T. Thiemann, D. Ohira, Y.Q. Li, T. Sawada, S. Mataka, K. Rauch, M. Noltemeyer, A. de Meijere, J. Chem. Soc. Perkin Trans. 1, 2968 (2000)

    Article  Google Scholar 

  430. T. Heiner, S. Michalski, K. Gerke, G. Kuchta, M. Buback, A. de Meijere, Synlett 355 (1995)

  431. T. Heiner, S.I. Kozhushkov, M. Noltemeyer, T. Haumann, A. de Meijere, Tetrahedron 52, 12185 (1996)

    Article  CAS  Google Scholar 

  432. E. Vilsmaier, S. Weber, J. Weidner, J. Org. Chem. 52, 4921 (1987)

    Article  CAS  Google Scholar 

  433. E. Vilsmaier, R. Baumheier, Chem. Ber. 122, 1285 (1989)

    Article  CAS  Google Scholar 

  434. W.S. Wadsworth Jr., Org. React. 25, 73 (1977) (Published online: 2005)

  435. A. Brandi, S. Cicchi, M. Brandl, S.I. Kozhushkov, C. Gratkowski, A. de Meijere, Synlett 433 (2001)

  436. E.J. Oliver, H.D. Fischer, in Progress in the Chemistry of Organic Natural Products, vol. 47, ed. by W. Herz, H. Grisebach, G.W. Kirby (Springer, Wien, 1979)

  437. J.W. Westley, in Polyether Antibiotics: Naturally Occurring Acid Ionophores, vol. I (Marcel Dekker, New York, 1982), p. 11

  438. S. Yamago, E. Nakamura, J. Org. Chem. 55, 5553 (1990)

    Article  CAS  Google Scholar 

  439. S. Yamago, M. Nakamura, X.Q. Wang, M. Yanagawa, S. Tokumitsu, E. Nakamura, J. Org. Chem. 63, 1694 (1998)

    Article  CAS  Google Scholar 

  440. E. Nakamura, S. Yamago, S. Ejiri, A.E. Dorigo, K. Morokuma, J. Am. Chem. Soc. 113, 3183 (1991)

    Article  CAS  Google Scholar 

  441. S. Yamago, E. Nakamura, J. Am. Chem. Soc. 111, 7285 (1989)

    Article  CAS  Google Scholar 

  442. S. Ejiri, S. Yamago, E. Nakamura, J. Am. Chem. Soc. 114, 8707 (1992)

    Article  CAS  Google Scholar 

  443. M. Prato, T. Suzuki, H. Foroudian, Q. Li, K. Khemani, F. Wudl, J. Leonetti, R.D. Little, T. White, B. Rickborn, S. Yamago, E. Nakamura, J. Am. Chem. Soc. 115, 1594 (1993)

    Article  CAS  Google Scholar 

  444. S. Yamago, S. Ejiri, M. Nakamura, E. Nakamura, J. Am, Chem. Soc. 115, 5344 (1993)

    Article  CAS  Google Scholar 

  445. S. Yamago, E. Nakamura, Chem. Lett. 25, 395 (1996)

  446. S. Yamago, S. Ejiri, E. Nakamura, Angew. Chem. Int. Ed. 34, 2154 (1995)

    Article  CAS  Google Scholar 

  447. S. Yamago, M. Yanagawa, E. Nakamura, Chem. Lett. 28, 879 (1999)

  448. M. Nakamura, M. Toganoh, X.Q. Wang, S. Yamago, E. Nakamura, Chem. Lett. 29, 664 (2000)

    Article  Google Scholar 

  449. J.T. Kuethe, D. Zhao, G.R. Humphrey, M. Journet, A.E. McKeown, J. Org. Chem. 71, 2192 (2006)

    Article  CAS  Google Scholar 

  450. R. Murali, C.V. Ramana, M. Nagarajan, J. Chem. Soc., Chem. Commun. 217 (1995)

  451. J.B. Rodriguez, V.E. Marquez, M.C. Nicklaus, J.J. Barchi Jr., Tetrahedron Lett. 34, 6233 (1993)

    Article  CAS  Google Scholar 

  452. R.C. Petter, D.G. Powers, Tetrahedron Lett. 30, 659 (1989)

    Article  CAS  Google Scholar 

  453. J.-P. Praly, Z. El Kharraf, G. Descotes, J. Chem. Soc., Chem. Commun. 431 (1990)

  454. J.-P. Praly, Z. El Kharraf, G. Descotes, Tetrahedron Lett. 31, 4441 (1990)

    Article  CAS  Google Scholar 

  455. C. Waldraff, B. Bernet, A. Vasella, Helv. Chem. Acta 80, 1882 (1997)

    Article  CAS  Google Scholar 

  456. R.C. Petter, G. Kumaravel, D.G. Powers, C.-T. Chang, Tetrahedron Lett. 32, 449 (1991)

    Article  CAS  Google Scholar 

  457. A. de Meijere, A. Leonov, T. Heiner, M. Noltemeyer, M. Teresa Bes, Eur. J. Org. Chem. 472 (2003)

  458. A. Satoh, T. Sagara, H. Sakoh, M. Hashimoto, H. Nakashima, T. Kato, Y. Goto, S. Mizutani, T. Azuma-Kanoh, T. Tani, S. Okuda, O. Okamoto, S. Ozaki, Y. Iwasawa, H. Ohta, H. Kawamoto, J. Med. Chem. 52, 4091 (2009)

    Article  CAS  Google Scholar 

  459. Z.-B. Zhu, L.-X. Shao, M. Shi, Eur. J. Org. Chem. 15, 2576 (2009)

    Article  CAS  Google Scholar 

  460. X.Y. Tang, Y. Wei, M. Shi, Org. Lett. 12, 5120 (2010)

    Article  CAS  Google Scholar 

  461. Z. Liu, Z. Wang, G. Yoon, S.H. Cheon, Arch. Pharm. Res. 34, 1269 (2011)

    Article  CAS  Google Scholar 

  462. J. Li, Y. Mi, J. He, X. Deng, Synlett 2289 (2010)

  463. N. Noroozi Pesyan, M. Jalilzadeh, M.A. Kimia, E. Şahin, J. Chin. Chem. Soc. 60, 35 (2013)

    Google Scholar 

  464. N. Noroozi Pesyan, S. Golizadeh, J. Iran. Chem. Soc. 12, 1261 (2015)

    Article  CAS  Google Scholar 

  465. N. Noroozi Pesyan, A. Gharib, M. Behroozi, A. Shokr, Arab. J. Chem. 6, (2013) (in press)

    Article  CAS  Google Scholar 

  466. N. Noroozi Pesyan, A. Shokr, M. Behroozi, E. Şahin, J. Iran. Chem. Soc. 10, 565 (2013)

  467. E. Kashani, N. Noroozi Pesyan, T. Tunç, E. Şahin, J. Chin. Chem. Soc. 62, 249 (2015)

    Article  CAS  Google Scholar 

  468. N. Noroozi pesyan, M. Rezaee, Monatsh. Chem. 145, 1165 (2014)

    Article  CAS  Google Scholar 

  469. E. Kashani, N. Noroozi Pesyan, H. Rashidnejad, Synthesis 2079 (2016)

    Article  CAS  Google Scholar 

  470. S.E. Zook, R. Dagnino Jr., M.E. Deason, S.L. Bender, M.J. Melnick, US Patent 6,153,757, A 20001128 (2000)

  471. M. Limbach, A.V. Lygin, V.S. Korotkov, M. Es-Sayed, A. de Meijere, Org. Biomol. Chem. 7, 3338 (2009)

    Article  CAS  Google Scholar 

  472. M. Jiang, M. Shi, Org. Lett. 12, 2606 (2010)

    Article  CAS  Google Scholar 

  473. H.-L. Wang, V.J. Cee, F. Chavez Jr., B.A. Lanman, A.B. Reed, B. Wu, N. Guerrero, J.R. Lipford, C. Sastri, J. Winston, K.L. Andrews, X. Huang, M.R. Lee, C. Mohr, Y. Xu, Y. Zhou, A.S. Tasker, Bioorg. Med. Chem. Lett. 25, 834 (2015)

    Article  CAS  Google Scholar 

  474. J. Gong, Z. Zhao, F. Zhang, S. Wu, G. Yan, Y. Quan, B. Ma, Org. Lett. 16, 5524 (2014)

    Article  CAS  Google Scholar 

  475. C. Brand, G. Rauch, M. Zanoni, B. Dittrich, D.B. Werz, J. Org. Chem. 74, 8779 (2009)

    Article  CAS  Google Scholar 

  476. H. Nambu, M. Fukumoto, W. Hirota, T. Yakura, Org. Lett. 16, 4012 (2014)

    Article  CAS  Google Scholar 

  477. M.N. Elinson, S.K. Fedukovich, T.L. Lizunova, G.I. Nikishin, Tetrahedron 56, 3063 (2000)

    Article  CAS  Google Scholar 

  478. M.N. Elinson, S.K. Fedukovich, T.A. Zaimovskaya, A.N. Vereshchagin, G.I. Nikishin, Russ. Chem. Bull. 52, 2241 (2003)

    Article  CAS  Google Scholar 

  479. M.N. Elinson, S.K. Fedukovich, A.N. Vereshchagin, A.S. Dorofeev, D.E. Dmitriev, G.I. Nikishin, Russ. Chem. Bull. 52, 2235 (2003)

    Article  CAS  Google Scholar 

  480. E.O. Dorofeeva, M.N. Elinson, A.N. Vereshchagin, N.O. Stepanov, I.S. Bushmarinov, P.A. Belyakov, O.O. Sokolova, G.I. Nikishin, RSC Adv. 2, 4444 (2012)

    Article  CAS  Google Scholar 

  481. A.N. Vereshchagin, M.N. Elinson, M.P. Egorov, RSC Adv. 5, 98522 (2015)

    Article  CAS  Google Scholar 

  482. M.N. Elinson, E.O. Dorofeeva, A.N. Vereshchagin, R.F. Nasybullin, M.P. Egorov, Catal. Sci. Technol. 5, 2384 (2015)

    CAS  Google Scholar 

  483. M.N. Elinson, S.K. Feducovich, A.N. Vereshchagin, S.V. Gorbunov, P.A. Belyakov, G.I. Nikishin, Tetrahedron Lett. 47, 9129 (2006)

    Article  CAS  Google Scholar 

  484. A.N. Vereshchagin, M.N. Elinson, E.O. Dorofeeva, N.O. Stepanov, T.A. Zaimovskaya, G.I. Nikishin, Tetrahedron 69, 1945 (2013)

    Article  CAS  Google Scholar 

  485. A.N. Vereshchagin, M.N. Elinson, E.O. Dorofeeva, O.O. Sokolova, I.S. Bushmarinov, M.P. Egorov, RSC Adv. 5, 94986 (2015)

    Article  CAS  Google Scholar 

  486. A.N. Vereshchagin, M.N. Elinson, E.O. Dorofeeva, D.V. Demchuk, I.S. Bushmarinov, A.S. Goloveshkin, G.I. Nikishin, Tetrahedron 69, 5234 (2013)

    Article  CAS  Google Scholar 

  487. M.N. Elinson, A.N. Vereshchagin, N.O. Stepanov, T.A. Zaimovskaya, V.M. Merkulova, G.I. Nikishin, Tetrahedron Lett. 51, 428 (2010)

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Science, Urmia University, Urmia, 57159, Iran

    Nader Noroozi Pesyan & Hamid Rashidnejad

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  1. Nader Noroozi Pesyan
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  2. Hamid Rashidnejad
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Correspondence to Nader Noroozi Pesyan.

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Dedicated to Professor Armin de Meijere on the occasion of his 78th birthday.

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Noroozi Pesyan, N., Rashidnejad, H. Decades of synthesis and application of spiro cyclopropanes. J IRAN CHEM SOC 14, 1365–1467 (2017). https://doi.org/10.1007/s13738-017-1086-0

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