Issue 19, 1977

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1977, 2163-2165

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

R. B. Boar, F. K. Jetuah, J. F. McGhie, M. S. Robinson and D. H. R. Barton, J. Chem. Soc., Perkin Trans. 1, 1977, 2163 DOI: 10.1039/P19770002163

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