CYCLOADDITION ROUTE TO 14,17-ETHANO-19-NORSTEROIDS AND 14-ALKYL-19-NORSTEROIDS

被引:38
作者
BULL, JR [1 ]
THOMSON, RI [1 ]
机构
[1] CSIR,NATL RES LAB,PRETORIA 0001,SOUTH AFRICA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 02期
关键词
D O I
10.1039/p19900000241
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cycloaddition of phenyl vinyl sulphone to 14,16-dien-17-yl acetates derived from estrone proceeds regio- and stereo-selectively to give intermediates for conversion into 14,17α-ethenoestra-1,3,5(10)-triene-3,17β-diol derivatives and related ring D bridged 19-norsteroids. Oxidati7ve cleavage of the 14α,17α-etheno bridge leads to 14α17α-diformyl- 17β-acetates and to 14α-formyl-17-ketones. Aspects of the chemistry of the 14α-formyl compounds are discussed, and methods are described for their conversion into 14α-metnyl-and 14-hydroxymethyl-19-norsteroids.
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页码:241 / 251
页数:11
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