Protonated (S)-prolinamide derivatives-water compatible organocatalysts for direct asymmetric aldol reaction

被引：74
|
作者：
Chimni, Swapandeep Singh [1 ]
Singh, Sarbjit [1 ]
Mahajan, Dinesh [1 ]
机构：
[1] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 19期
关键词：
D O I：
10.1016/j.tetasy.2008.09.020
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Protonated chiral (S)-prolinamide derivatives have been developed as water compatible highly efficient organocatalysts for a direct enantioselective aldol reaction. A simple protonated (S)-prolinamide organocatalyst prepared from L-proline and 3-nitroaniline catalyzes the aldol reaction of unmodified ketones and a variety of aromatic aldehydes yielding aldol product in high yield with enantioselectivities of up to 98% and diastereoselectivity of up to >99:1. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2276 / 2284
页数：9
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