ASYMMETRIC CONJUGATE ADDITION OF ORGANOMETALLIC REAGENTS TO CHIRAL ALPHA,BETA-UNSATURATED ESTERS

被引：56

作者：

FANG, CL ^{[1
]}

OGAWA, T ^{[1
]}

SUEMUNE, H ^{[1
]}

SAKAI, K ^{[1
]}

机构：

[1] KYUSHU UNIV,FAC PHARMACEUT SCI,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(00)82125-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Asymmetric conjugate addition to alpha,beta-unsaturated ester was studied using four kinds of cyclic diols (1c-4c) as chiral auxiliaries. Among the tested substrates, (R,R)-cyclohexane-1,2-diol derivatives (6a-c) and (1R,2S)-2-hydroxymethylcyclopentanol derivative (7a) showed high and reverse diastereoselectivity in conjugate addition by organocuprates (R2CuLi) and/or Grignard reagents in the presence of copper iodide (RMgBr + CuI), respectively.

引用

页码：389 / 398

页数：10

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