A highly enantioselective bronsted acid catalyzed cascade reaction: Organocatalytic transfer hydrogenation of quinolines and their application in the synthesis of alkaloids

被引：629

作者：

Rueping, Magnus ^{[1
]}

Antonchick, Andrey R. ^{[1
]}

Theissmann, Thomas ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60439 Frankfurt, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 22期

关键词：

asymmetric hydrogenation; Bronsted acid; Hantzsch dihydropyridine; organocatalysis; tetrahydroquinoline;

D O I：

10.1002/anie.200600191

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A categorical success: A Brønsted acid catalyzed cascade transfer hydrogenation provides direct access to 2-aryl- and 2-alkyl-substituted tetrahydroquinolines with excellent enantioselectivities under mild conditions and using very low amounts of catalyst (see scheme). The best results were achieved with the binol phosphate catalyst, where Ar = 9-phenanthryl, used successfully in the Strecker reaction. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3683 / 3686

页数：4

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