Utility of the Wittig reaction for the construction of side chains of steroids starting from pregnenolone

SR Schow, TC McMorris

Index: Schow,S.R.; McMorris,T.C. Journal of Organic Chemistry, 1979 , vol. 44, # 22 p. 3760 - 3765

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Citation Number: 70

Abstract

Lit. 13 amorphous. f Amorphous. Not the immediate product. observed formation of E and Z isomers in the Wittig reaction at the 20-carbonyl. Three-carbon homologation of pregnenolone to give a C-24 oxygenated steroid was also investigated. The phosphorane which we selected was prepared from the tetrahydropyranyl derivative of 3-bromo-1- propanol. It reacted with pregnenolone THP ether to give a moderate yield of the desired ...