TOWARDS A TANDEM-RADICAL MACROCYCLIZATION-TRANSANNULAR CYCLIZATION APPROACH TO STEROIDS - TRANSANNULAR CYCLIZATIONS OF A MACROCYCLIC CORE

被引:20
作者
JAHN, U [1 ]
CURRAN, DP [1 ]
机构
[1] UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260
基金
美国国家卫生研究院;
关键词
D O I
10.1016/0040-4039(95)01918-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The triple transannular radical cyclization of 1-cyano-5-methyl-1-phenylseleno-8-hydroxy-4,9,13-cycloheptadecatriene (1a) provided a product 2 possessing the steroid ring skeleton of unassigned configuration in 4% isolated yield. A high yielding transannular cyclization of the related diene lacking the Delta(4,5)-double bond identifies the second cyclization as the Achilles heel of the triene cyclization.
引用
收藏
页码:8921 / 8924
页数:4
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