CHIRAL ARENETHIOLATOCOPPER(I) CATALYZED SUBSTITUTION-REACTIONS OF ACYCLIC ALLYLIC SUBSTRATES WITH GRIGNARD-REAGENTS

被引:118
作者
VANKLAVEREN, M
PERSSON, ESM
DELVILLAR, A
GROVE, DM
BACKVALL, JE
VANKOTEN, G
机构
[1] UNIV UPPSALA,DEPT ORGAN CHEM,S-75121 UPPSALA,SWEDEN
[2] UNIV UTRECHT,DEPT MET MEDIATED SYNTH,DEBYE INST,3584 CH UTRECHT,NETHERLANDS
关键词
D O I
10.1016/0040-4039(95)00426-D
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric induction can be achieved in the gamma-selective substitution reaction of allylic substrates (RCH=CH-CH2Y) with n-BuMgI catalyzed by the chiral arenethiolatocopper(I) complex 1b. It was found that the enantiomeric excess of the gamma-substituted product (R'CH(n-Bu)CH=CH2) is influenced by the coordinating ability of the leaving group Y, and e.e.'s of up to 42% (R' = Cy, Y = OAc) have been obtained.
引用
收藏
页码:3059 / 3062
页数:4
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