Copper-Catalyzed Asymmetric Conjugate Addition to α-Alkylidene Cycloalkanones

被引：5
|
作者：
Garcia, Pierre [1 ]
Germain, Nicolas [1 ]
Woodward, Simon [2 ]
Alexakis, Alexandre [1 ]
机构：
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
[2] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
来源：
SYNLETT | 2015年 / 26卷 / 07期
关键词：
alpha-alkylidene cycloalkanones; conjugate addition; copper; trialkylaluminium reagents; Grignard reagents; ENANTIOSELECTIVE SYNTHESIS; 1,4-ADDITION; REAGENTS; ENONES; STEREOCENTERS; CONSTRUCTION; SYSTEM;
D O I：
10.1055/s-0034-1380165
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The asymmetric copper-catalyzed conjugate addition to -alkylidene cycloalkanones, substituted at their terminal position with aromatic and aliphatic groups, is reported. While high enantioselectivity is reached using chiral phosphoramidite ligands, with R3Al reagents, moderate diastereoselectivity was observed upon hydrolysis of the aluminium enolates. A Grignard reagent also react with high diastereoselectivity.
引用
收藏
页码：901 / 906
页数：6
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