Tetrahedron letters

A convenient access to 16-methylene and 16β-methyl corticosteroids by a novel transformation of geminal bis (phenylsulphinyl) intermediates

J Boivin, C Chauvet, SZ Zard

Index: Boivin, Jean; Chauvet, Christine; Zard, Samir Z. Tetrahedron Letters, 1992 , vol. 33, # 34 p. 4913 - 4916

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Citation Number: 11

Abstract

Abstract 16α—Bis (phenylsulphinyl) methyl pregnane derivative 7 gives, by a series of eliminations and rearrangements, the corresponding 16-methylene intermediate 4 on heating in the presence of triphenylphosphine. Regio-and stereoselective hydrogenation of the latter using Wilkinson's catalyst furnishes 16β—methyl corticosteroids 5.