Highly efficient asymmetric organocatalytic Michael addition of α,α-disubstituted aldehydes to nitroolefins under solvent-free conditions

被引：11
|
作者：
He, Junpeng [1 ]
Chen, Qiankun [1 ]
Ni, Bukuo [1 ]
机构：
[1] Texas A&M Univ Commerce, Dept Chem, Commerce, TX 75429 USA
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 19期
基金：
美国国家科学基金会;
关键词：
Michael addition; Asymmetric catalysis; Aldehydes; Quaternary carbon centers; Solvent free; CYCLIC-KETONES; BIFUNCTIONAL ORGANOCATALYSTS; RECYCLABLE ORGANOCATALYST; ALDOL REACTIONS; PROLINE; CATALYSTS; NITROSTYRENES; CONSTRUCTION; ACETALDEHYDE; MANNICH;
D O I：
10.1016/j.tetlet.2014.03.107
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chiral pyrrolide-based diamine in combination with benzoic acid has been found to be an effective organocatalyst for Michael addition of alpha,alpha-disubstituted aldehydes with nitroolefins. The reaction provided the desired Michael products possessing all-carbon quaternary center with high yields (76-98%) and high levels of enantioselectivities (up to 97% ee) under solvent-free reaction conditions. The procedure presented is simple and makes this method suitable for practical use. (c) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3030 / 3032
页数：3
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