An improved synthesis of 13-epi-androstanes and of 13-epi-oestranes

Abstract
Treatment of a 17-hydroxyimino-steroid with refluxing acetic anhydride and pyridine affords an equilibrium mixture of 13-epi-enimide and 13-epi-enamide. A free-radical mechanism is proposed. Acidic hydrolysis gives the 17-oxo-13-epi-steroid in high overall yield.

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