Organocatalytic enantioselective one-pot synthesis and application of substituted 1,4-dihydropyridines - Hantzsch Ester analogues

被引：70

作者：

Franke, Patrick T. ^{[1
]}

Johansen, Rasmus L. ^{[1
]}

Bertelsen, Soren ^{[1
]}

Jorgensen, Karl Anker ^{[1
]}

机构：

[1] Aarhus Univ, Danish Natl Res Fdn Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2008年 / 3卷 / 02期

关键词：

asymmetric synthesis; multicomponent reactions; nitrogen heterocycles; organocatalysis; reduction;

D O I：

10.1002/asia.200700360

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An easy and simple one-pot approach for the formation of optically active substituted I.,4-dihydropyridines by using asymmetric organocatalysis is presented. The one-pot reaction of alpha,beta-unsaturated aldehydes with beta-diketones or beta-ketoesters and primary amines gives optically active 2,3-substituted 1,4-dihydropyridines in moderate yields and with enantioselectivities up to 95 % ee. It is also demonstrated that the optically active 1,4-dihydropyridines can be used in situ for the direct enantioselective reduction of, for example, alpha-ketoesters with high enantioselectivity.

引用

页码：216 / 224

页数：9

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