L-Proline amide-catalyzed direct asymmetric aldol reaction of aldehydes with chloroacetone

被引:77
作者
He, L
Tang, Z
Cun, LF
Mi, AQ
Jiang, YZ
Gong, LZ [1 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China
[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Union Lab Asymmetr Synth, Chengdu 610041, Peoples R China
[3] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China
[4] China W Normal Univ, Coll Chem & Chem Engn, Nanchong 637002, Peoples R China
基金
中国国家自然科学基金;
关键词
organocatalyst; L-proline amides; direct aldol reaction; asymmetric catalysis; chloroacetone;
D O I
10.1016/j.tet.2005.09.061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
L-Proline amides were evaluated for catalyzing the direct aldol reaction of 4-nitrobenzaldchyde with chloroacetone. The presence of 30 mol% (S)-pyrrolidine-2-carboxylic acid (2,4,6-trimethyl-phenyl)-amide catalyzed the direct aldol reactions of a range of aldehydes with chloroacetone to give anti-alpha-chloro-beta-hydroxyketones with high regio-, diastereo- and enantioselectivity. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:346 / 351
页数:6
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