Steroids and related products. XXVIII. Cardiotonic steroids. III. The synthesis of 3β-hydroxy steroids of the A/B-cis series

Author:

Bouchard R.,Engel Ch. R.

Abstract

In the course of the synthesis of 3β-hydroxy-21,21-dimethoxy-5β-pregnan-20-one (8), a method was developed for the preferential reduction of steroid 3-ketones of the A/B-cis series to the axial 3β-alcohols, the stereochemistry in positions-3 and -5 of which corresponds to that of the truly active steroid cardiotonics. This method, which seems the best available to date, consists of a Meerwein–Ponndorf reduction carried out over a very short reaction period.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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