Dipeptide-catalyzed direct asymmetric aldol reactions in the presence of water

被引：102

作者：

Lei, Meng ^{[1
]}

Shi, Lanxiang ^{[1
]}

Li, Gong ^{[1
]}

Chen, Shilv ^{[3
]}

Fang, Weihai ^{[3
]}

Ge, Zemei ^{[1
]}

Cheng, Tieming ^{[1
]}

Li, Runtao ^{[1
,2
]}

机构：

[1] Peking Univ, Sch Pharmaceut Sci, Beijing 100083, Peoples R China

[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China

[3] Beijing Normal Univ, Dept Chem, Beijing 100875, Peoples R China

来源：

TETRAHEDRON | 2007年 / 63卷 / 33期

基金：

中国国家自然科学基金;

关键词：

organocatalysis; asymmetric aldol reaction; dipeptide; in the presence of water;

D O I：

10.1016/j.tet.2007.05.077

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The L-proline-based dipeptide has been discovered and developed as an efficient catalyst for the direct asymmetric aldol reactions of unmodified ketones with various aldehydes including aromatic, aliphatic, heteroaromatic, and unsaturated aldehydes in the presence of water at 0 degrees C. The resulted methodology and optimal conditions led to the corresponding aldol products with high yields (up to 94%) and good enantioselectivities (up to 97% ee). (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：7892 / 7898

页数：7

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