Highly enantioselective Biginelli reaction catalyzed by a simple chiral primary amine catalyst: asymmetric synthesis of dihydropyrimidines

被引：62

作者：

Xu, Da-Zhen ^{[1
]}

Li, Hui ^{[1
]}

Wang, Yongmei ^{[1
]}

机构：

[1] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China

来源：

TETRAHEDRON | 2012年 / 68卷 / 38期

基金：

中国国家自然科学基金;

关键词：

Asymmetric catalysis; Biginelli reaction; Enantioselectivity; Multicomponent reactions; Primary amine-pyridine catalyst; Pyrimidines; POT CONDENSATION REACTION; CALCIUM-CHANNEL BLOCKERS; ACID-ESTERS;

D O I：

10.1016/j.tet.2012.07.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several chiral primary amines were introduced as organocatalysts for the asymmetric Biginelli reaction. The reaction was performed by using a combined catalyst consisting of a chiral bifunctional primary amine-pyridine 5j and hydrochloric acid in a mixed solvent of 1,4-dioxane/CHCl3 (8/2, v/v) at room temperature. The corresponding dihydropyrimidines were obtained in moderate to high yields with up to >99% ee under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：7867 / 7872

页数：6

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