HIGHLY REGIOSELECTIVE, (E)-STEREOSELECTIVE AND DIASTEREOSELECTIVE SN2' ADDITION OF ORGANOCUPRATES TO CHIRAL ALLYLIC CYCLIC CARBONATES

被引:25
|
作者
KANG, SK
LEE, DH
SIM, HS
LIM, JS
机构
[1] Department of Chemistry, Sung Kyun Kwan University, Suwon, 440-746, Natural Science Campus
关键词
D O I
10.1016/S0040-4039(00)60065-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of the cyclic carbonates of acyclic vinyl diols with RCu(CN)Li.BF3, RCu(CN)MgBr-BF3, or RMgBr.CuI (cat) in THF at -78-degrees-C proceeded in S(N)2' fashion and resulted in the formation of alkylated (E)-allylic alcohols with remarkably high diastereoselectivity. This reaction represents an efficient 1, 3-chirality transfer method.
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页码:91 / 94
页数:4
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