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

页码：2276 / 2284

页数：9

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