Creation of Quaternary Stereogenic Centers via Copper-Catalyzed Asymmetric Conjugate Addition of Alkenyl Alanes to α,β-Unsaturated Cyclic Ketones

被引：40

作者：

Mueller, Daniel ^{[1
]}

Hawner, Christine ^{[1
]}

Tissot, Matthieu ^{[1
]}

Palais, Laetitia ^{[1
]}

Alexakis, Alexandre ^{[1
]}

机构：

[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland

来源：

SYNLETT | 2010年 / 11期

基金：

瑞士国家科学基金会; 新加坡国家研究基金会;

关键词：

aluminum; alkenes; copper; Michael addition; asymmetric catalysis; ARYL ALUMINUM REAGENTS; TRISUBSTITUTED ENONES; GRIGNARD-REAGENTS; CONSTRUCTION; 1,4-ADDITION; ACIDS; BROMIDES; LIGANDS; VINYL;

D O I：

10.1055/s-0029-1219958

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

SimplePhos ligands proved to be very powerful ligands in the generation of quaternary stereogenic centers by Michael addition of alkenyl-aluminum reagents to cyclic enones. Using commercially available and easily accessible alkenylbromides as alane precursors the present procedure offers a facile access to beta-alkenyl-substituted cyclohexanones with high enantioselectivities up to 96%.

引用

页码：1694 / 1698

页数：5

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