Tetrahedron letters

Facile and stereoselective synthesis of 25-hydroxyvitamin D2

S Yamada, M Shiraishi, M Ohmori, H Takayama

Index: Yamada, Sachiko; Shiraishi, Masami; Ohmori, Masayuki; Takayama, Hiroaki Tetrahedron Letters, 1984 ,  vol. 25,  # 31  p. 3347 - 3350

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Citation Number: 31

Abstract

Abstract 25-Hydroxyvitamin D 2 as synthesized conveniently and stereoselectively for the first time by utilizing Sharpless' chiral epoxidation and the subsequent regio-and stereoselective methylation with lithium dimethylcuprate to introduce the desired chirality at C (24) and the reductive elimination of the vicinal hydroxy sulfone to introduce stereoselectively the E double bond at C (22) of the target molecule.