Efficient Synthesis of Chiral β-Arylisopropylamines by Using Catalytic Asymmetric Hydrogenation

被引：66

作者：

Chen, Jian ^{[1
,2
,3
]}

Zhang, Weicheng ^{[2
,3
]}

Geng, Huiling ^{[2
,3
]}

Li, Wei ^{[2
,3
]}

Hou, Guohua ^{[2
,3
]}

Lei, Aiwen ^{[1
]}

Zhang, Xumu ^{[1
,2
,3
]}

机构：

[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan, Hubei, Peoples R China

[2] Rutgers State Univ, Dept Chem & Biol Chem, Piscataway, NJ 08854 USA

[3] Rutgers State Univ, Dept Pharmaceut Chem, Piscataway, NJ 08854 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 04期

基金：

美国国家卫生研究院;

关键词：

drug design; enamides; enantioselectivity; hydrogenation; rhodium; HIGHLY ENANTIOSELECTIVE HYDROGENATION; MONODENTATE PHOSPHORAMIDITE LIGANDS; ISOQUINOLINE ALKALOIDS; ACID-DERIVATIVES; CYCLIC ENAMIDES; AMIDATION; SCOPE; (R)-SELEGILINE; LIMITATIONS; KETONES;

D O I：

10.1002/anie.200805058

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Direct condensation of β-arylketones with acetamide afforded both Z and E enamides. The Z-configured substrates underwent hydrogenation with excellent enantioselectivity by using the Rh/tang-phos catalytic system (see scheme; tangphos = 1,1′-di-tert-butyl- [2,2′]-diphospholanyl). The product β-arylisopropylamines are important precursors to several drugs. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：800 / 802

页数：3

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