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Organometallics in Organic Synthesis via Radicals

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Organic Synthesis via Organometallics (OSM 4)

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Summary

Organometallics play an important role in radical chemistry. Thus, C,C-bond forming reactions via radical addition to π-bonds were developed using organomercury and organotin hydrides as mediators. Substitution of these metals by silicon offers new synthetic applications. Radical addition reactions of silanes with alkynes, alkenes, and ketones show remarkable stereoselectivities. Transition metals can also be used in radical chain reactions. In situ regeneration of the organometallic provides catalytic methods.

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References

  1. B. Giese, J. Meister, Chem. Ber. 1977, 110, 2558.

    Google Scholar 

  2. B. Giese, J. Dupuis, Angew. Chem. 1983, 95, 633.

    Article  CAS  Google Scholar 

  3. For reviews see: B. Giese, Angew. Chem. 1985, 97, 555; W.P. Neumann, Synthesis 1987, 665; D.P. Curran, Synthesis 1988, 489.

    Article  CAS  Google Scholar 

  4. B. Giese, R. Rupaner, Liebigs Ann. Chem. 1987, 231.

    Google Scholar 

  5. For a review see: N.A. Porter, B. Giese, D.P. Curran, Acc. Chem. Res. 1991, 24, 296.

    Article  CAS  Google Scholar 

  6. B. Giese, B. Kopping, C. Chatgilialoglu, Tetrahedron Lett. 1989, 30, 681.

    Article  CAS  Google Scholar 

  7. B. Giese, J. Dickhaut, Org. Syntheses 1991, 70, 164.

    Google Scholar 

  8. K.J. Kulicke, B. Giese, Synlett 1990, 91.

    Google Scholar 

  9. B. Giese, Angew. Chem. 1989, 101, 993.

    Article  CAS  Google Scholar 

  10. B. Giese, W. Damm, F. Wetterich, H.-G. Zeitz, Tetrahedron Lett. 1992, 33, 1863.

    Article  CAS  Google Scholar 

  11. B. Giese, M. Bulliard, H.-G. Zeitz Synlett 1991, 425.

    Google Scholar 

  12. B. Giese, W. Damm, J. Dickhaut, F. Wetterich, S. Sun, D.P. Curran, Tetrahedron Lett. 1991, 32, 6098.

    Google Scholar 

  13. B. Giese, B. Carboni, T. Göbel, R. Muhn, F. Wetterich, Tetrahedron Lett. 1992, 33, 2673.

    Article  CAS  Google Scholar 

  14. K.J. Kulicke, C. Chatgilialoglu, B. Kopping, B. Giese, Helv. Chim. Acta 1992, 75, 935.

    Article  CAS  Google Scholar 

  15. J. Härtung, J. He, O. Hüter, A. Koch, B. Giese, Angew. Chem. 1989, 101, 334; see also: B.P. Branchaud, M.S. Meier, Y. Choi, Tetrahedron Lett. 1988, 29, 167; G. Pattenden, Chem. Soc. Rev. 1988, 17, 361.

    Article  Google Scholar 

  16. A. Ghosez, T. Göbel, B. Giese, Chem. Ber. 1988, 121, 1807.

    Article  CAS  Google Scholar 

  17. A. Veit, B. Giese, Synlett 1990, 166.

    Google Scholar 

  18. J. Hartung, B. Giese, Chem. Ber. 1991, 124, 387.

    Article  CAS  Google Scholar 

  19. R. Scheffold, Chimia 1985, 39, 203.

    CAS  Google Scholar 

  20. B. Giese, P. Erdmann, T. Göbel, R. Springer, Tetrahedron Lett, in press.

    Google Scholar 

  21. B. Giese, G. Thoma, Helv. Chim. Acta 1991, 74, 1143.

    Article  CAS  Google Scholar 

  22. G. Thoma, B. Giese, Helv. Chim. Acta 1992, 75, 1123.

    Article  CAS  Google Scholar 

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Author information

Authors and Affiliations

  1. Institut für Organische Chemie, Universität Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland

    Bernd Giese

Authors
  1. Bernd Giese
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Editor information

Editors and Affiliations

  1. Institut für Organische Chemie, RWTH Aachen, Professor-Pirlet-Str. 1, D-W 5100, Aachen, Federal Republic of Germany

    Dieter Enders  & Hans-Joachim Gais  & 

  2. Institut für Technische Chemie und Petrochemie, RWTH Aachen, Professor-Pirlet-Str. 1, D-W 5100, Aachen, Federal Republic of Germany

    Wilhelm Keim

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© 1993 Friedr. Vieweg & Sohn Verlagsgesellschaft mbH, Braunschweig/Wiesbaden

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Giese, B. (1993). Organometallics in Organic Synthesis via Radicals. In: Enders, D., Gais, HJ., Keim, W. (eds) Organic Synthesis via Organometallics (OSM 4). Vieweg+Teubner Verlag. https://doi.org/10.1007/978-3-322-84062-2_14

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  • DOI: https://doi.org/10.1007/978-3-322-84062-2_14

  • Publisher Name: Vieweg+Teubner Verlag

  • Print ISBN: 978-3-528-06481-5

  • Online ISBN: 978-3-322-84062-2

  • eBook Packages: Springer Book Archive

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