STEREOSELECTIVE CONJUGATE ADDITION OF TMSI-ACTIVATED BUTYLCOPPER TO 1-(R)-ENDO-(1-NAPHTHYL)BORNYL CROTONATE

被引:17
作者
BERGDAHL, M
NILSSON, M
OLSSON, T
机构
[1] Department of Organic Chemistry Chalmers University of Technology
关键词
D O I
10.1016/0022-328X(90)80182-Y
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Conjugate addition of butylcopper/iodotrimethylsilane to naphthylbornyl crotonate (1) at -60°C gives 1-[1-(R)-endo-(1-naphthyl)]bornyl [(S)-3-methyl]-heptanoate (2) in 93% yield and 98% diastereomeric excess. The addition of TMSI-activated butylcopper is faster at -60°C than that of lithium dibutylcuprate (LiBu2Cu). © 1990.
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页码:C19 / C22
页数:4
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