Enantioselective Organocatalytic Aza-Ene-Type Domino Reaction Leading to 1,4-Dihydropyridines

被引：68

作者：

Noole, Artur ^{[1
]}

Borissova, Maria ^{[1
]}

Lopp, Margus ^{[1
]}

Kanger, Tonis ^{[1
]}

机构：

[1] Tallinn Univ Technol, Dept Chem, EE-12618 Tallinn, Estonia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 06期

关键词：

ASYMMETRIC-SYNTHESIS; TRANSFER HYDROGENATION; CATALYZED SYNTHESIS; CALCIUM-CHANNELS; HANTZSCH ESTERS; LEWIS-ACID; DIHYDROPYRIDINES; ENANTIOMERS; CYCLIZATION; ALDEHYDES;

D O I：

10.1021/jo200095e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new general methodology was developed to access highly enantiomerically enriched 1,4-dihydropyridines (DHPs) 3 via an organocatalytic asyrrunetric aza-ene-type cascade reaction, cocatalyzed by (S)-diarylprolinol-TMS ether V and benzoic acid (BA). Both aliphatic and aryl enals 1 reacted smoothly with enaminones and beta-enamino esters 2, affording highly functionalized 1,4-DHPs 3 in high enantioselectivities and good yields.

引用

页码：1538 / 1545

页数：8

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