A Novel Recyclable Organocatalytic System for the Highly Asymmetric Michael Addition of Aldehydes to Nitroolefins in Water

被引：25
|
作者：
Sarkar, Dhruba [1 ]
Bhattarai, Ramesh [1 ]
Headley, Allan D. [1 ]
Ni, Bukuo [1 ]
机构：
[1] Texas A&M Univ, Dept Chem, Commerce, TX 75429 USA
来源：
SYNTHESIS-STUTTGART | 2011年 / 12期
基金：
美国国家科学基金会;
关键词：
aldehydes; asymmetric catalysis; green chemistry; ionic liquids; Michael addition; COMPATIBLE IMINIUM ACTIVATION; DIRECT ALDOL REACTION; ORGANIC-REACTIONS; CONJUGATE ADDITION; MANNICH REACTION; ACID CATALYSTS; EFFICIENT; KETONES; ETHER; NITROSTYRENES;
D O I：
10.1055/s-0030-1260465
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel strategy for the asymmetric Michael addition of aldehydes to nitroolefins with a catalytic system of organocatalyst 1 in combination with ionic-liquid-supported (ILS) benzoic acid in water has been developed. The Michael adducts of this system give excellent diastereo- and enantioselectivities. A notable feature of this organocatalytic system is that the catalyst can be recycled more than 12 times without significant loss of enantioselectivity. In addition, the synthetic methodology presented is simple, practical, and environmentally benign.
引用
收藏
页码：1993 / 1997
页数：5
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