Enantioselective Copper-Catalyzed Conjugate Addition of Trimethylaluminium to β,γ-Unsaturated α-Ketoesters

被引:80
作者
Gremaud, Ludovic [1 ]
Alexakis, Alexandre [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
基金
新加坡国家研究基金会;
关键词
amino acids; asymmetric catalysis; copper; enantioselectivity; synthetic methods; CYCLIC 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC MICHAEL REACTIONS; PRIMARY ALLYLIC ALCOHOLS; KETO ESTERS; TRIALKYLALUMINUM REAGENTS; GRIGNARD-REAGENTS; ACID; 1,4-ADDITION; ENONES; ISOMERIZATION;
D O I
10.1002/anie.201107324
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Not a cop out: The copper-catalyzed asymmetric conjugate addition of organometallic reagents to Michael acceptors is an important methodology for forming a C-C bond in an enantioselective manner. Such an addition of Me 3Al to β,γ-unsaturated α-ketoesters is described to proceed in high yield and selectivity. CuTC=copper(I) thiophene-2-carboxylate. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:794 / 797
页数:4
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