The transformation of jervine into 18-functional C-nor-D-homosteroids

H Suginome, N Yonekura, T Masamune

Index: Suginome, Hiroshi; Yonekura, Norihisa; Masamune, Tadashi Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 1 p. 210 - 213

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Citation Number: 7

Abstract

N, O-Diacetyldeoxojervine, obtained by the Wolff-Kishner reduction of jervine followed by acetylation, has been catalytically hydrogenated to (22S, 25S)-N, 3-O-diacetyl-5α- veratranine-3β, 3β-diol. Irradiation in benzene containing mercury (II) oxide and iodine afforded 20-formyl-17β-ethyl-12α-etiojervan-3β-ol 3-acetate which was converted into 17β- ethyl-3β-hydroxy-12α-etiojervan-20-one 3-acetate by dye-sensitized photo-oxygenation of ...