THE REACTION OF SOME SUBSTITUTED 2-ALPHA,3-ALPHA-EPOXY-5-ALPHA-HYDROXYANDROSTANES WITH HYDROGEN BROMIDE IN ACETIC-ACID

被引：2

作者：

FLAIH, N ^{[1
]}

HANSON, JR ^{[1
]}

HITCHCOCK, PB ^{[1
]}

机构：

[1] UNIV SUSSEX,SCH MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 09期

关键词：

D O I：

10.1039/p19910002177

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Whereas the reaction of 2-alpha,3-alpha-epoxy-5-alpha-hydroxyandrostanes with hydrogen bromide in acetic acid readily gives 4-methyloestratrienes, the presence of an additional 4-beta-acetoxy, 6-alpha- or 6-beta-hydroxy group in the substrate leads to the formation of non-aromatic products. The 6-alpha-alcohol gave 3-alpha-acetoxy-2-beta-bromo-5-beta-androstane-6,17-dione, the structure of which was confirmed by X-ray crystallography, whilst the 6-beta-alcohol gave this ketone and 3-alpha,6-beta-diacetoxy-2-alpha,5-alpha-epoxyandrostan-17-one.

引用

页码：2177 / 2181

页数：5

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