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：
新加坡国家研究基金会; 瑞士国家科学基金会;
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
收藏
页码：1694 / 1698
页数：5
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