VINYL RADICAL CYCLIZATIONS - SYNTHESIS OF SUBSTITUTED BICYCLOOCTANOLS

被引:21
作者
BERKOWITZ, WF
WILSON, PJ
机构
[1] Department of Chemistry and Biochemistry, City University of New York at Queens College, Flushing
关键词
D O I
10.1021/jo00009a032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation and free-radical bicyclic ring closure of 4-(2-bromo-2-propen-1-yl)cyclohexene 7 is described. The bicyclo[3.2.1] and -[2.2.2] alcohols 9 and 10 arising, respectively, from 5-exo and 6-endo (or 6-exo) modes of cyclization of a vinyl radical were isolated in a 1:1 ratio. Factors affecting the regiochemical outcome were investigated.
引用
收藏
页码:3097 / 3102
页数:6
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