Aromatic Steroids. Part IV. Chromium Trioxide Oxidation of Some Oestra-1,3,5(10),9(11)-tetraenes

Abstract

Chromium trioxide oxidation of 3-methoxyoestra-1,3,5(10),9(11)-tetraenes gives the same major products as those obtained from 3-methoxyoestra-l,3,5(10)-trienes, viz. 9β-hydroxy-11-oxo- and 9-oxo-9,11-seco-11-oic acid derivatives. Oxidation of 17-oxo-oestra-1,3,5(10),9(11)-tetraen-3-yl acetate, however, gives a 9α-hydroxy-11-oxo derivative. A path leading to the oxidation products is discussed.