Remarkably low catalyst loading in Bronsted acid catalyzed transfer hydrogenations: Enantioselective reduction of benzoxazines, benzothiazines, and benzoxazinones

被引：273

作者：

Rueping, Magnus ^{[1
]}

Antonchick, Andrey P. ^{[1
]}

Theissmann, Thomas ^{[1
]}

机构：

[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 40期

关键词：

binol phosphate; Bronsted acids; enantioselective hydrogenation; Hantzsch dihydropyridine; ion-pair catalysis;

D O I：

10.1002/anie.200601832

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A highly efficient transfer hydrogenation of benzoxazines, benzothiazines, and benzoxazinones with as low as 0.01 mol % binol phosphate catalyst furnishes the dihydro-2H-benzoxazines, -benzothiazines, and -benzoxazinones in good yields and with excellent enantioselectivities (see scheme). Particularly noteworthy are the mild reaction conditions and the wide scope of substrates, including sulfur-containing compounds. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6751 / 6755

页数：5

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