Journal of the Chemical Society. Perkin transactions I p. 163 - 166 (1990)
Update date:2022-08-11
Topics:
Schor, Laura
Seldes, Alicia M.
Gros, Eduardo G.
A new and highly efficient method for D-homo-rearrangements in the steroid field is described.The transformation is induced by the action of zinc(II) on different 17-hydroxy-20-oxopregnanes.With 17α-hydroxy-20-oxopregnanes the reaction afforded 17aα-hydroxy-17aβ-methyl-D-homo-derivatives while under the same conditions 17β-hydroxy-20-oxopregnanes gave the corresponding 17a-epimeric-D-homo-steroids.In both cases the rearrangement was stereospecific giving the corresponding products in almost quantitative yields.
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