A favorski reaction using iodosobenzene
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Cited by (27)
Regioselective hypervalent iodine-induced Favorskii rearrangement of 3-oxo-5β-steroids
2016, SteroidsCitation Excerpt :Examination of the literature indicates that when iodine III compounds are employed, FR of cyclic ketones is only a deviation of the more generally observed α-hydroxylation-ketalization course (Scheme 3, Eq. 4) [18]. Daum described that treatment of 17β-hydroxy-19-nor-5α-androstan-3-one (9) with DIB/KOH in CH3OH led to a mixture of the 2α-hydroxy-3,3-dimethoxy ketal 10 as major product and only one the two possible regiosomers (11) resulting from A-ring contraction, (Scheme 3, Eq. 5) [19]. Additionally the same treatment of the ketone 12, led to the α-hydroxy-ketal 13 as the sole product [20].
Oxidative Functionalization with Hypervalent Halides
2014, Comprehensive Organic Synthesis: Second EditionHypervalent-iodine induced quasi-Favorskii C-ring contraction of 12-oxosteroids: A shortcut to C-norsteroids
2013, SteroidsCitation Excerpt :Structure solution and refinement were carried out with the program(s): SHELXS97 and SHELXL97 [11]. Molecular graphics were generated with ORTEP-3 for Windows [12]; and the software used to prepare material for publication was WinGX [13]. Full-matrix least-squares refinement was carried out by minimizing (Fo2 − Fc2)2.
Favorskii rearrangement of 23-oxo-3-epi-smilagenin acetate induced by iodosobenzene
2005, Tetrahedron Letters