Highly Efficient and Enantioselective Iridium-Catalyzed Asymmetric Hydrogenation of N-Arylimines

被引：48

作者：

Li, Wei ^{[1
,2
]}

Hou, Guohua ^{[1
,2
]}

Chang, Mingxin ^{[1
,2
]}

Zhang, Xumu ^{[1
,2
]}

机构：

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

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

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 18期

基金：

美国国家卫生研究院;

关键词：

asymmetric catalysis; enantioselectivity; hydrogenation; imines; iridium; REDUCTIVE AMINATION; OXAZOLINE LIGANDS; PRACTICAL SYNTHESIS; IMINES; ALPHA; SCOPE;

D O I：

10.1002/adsc.200900692

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A catalytic method employing the cationic iridium-(S-c,R-p)-DuanPhos [(1R,1'R,2S,2'S)-2,2'-di-tert-butyl-2,2',3,3'-tetrahydro-1H,1'H-1,1'-biisophosphindole] complex and BARF {tetrakis[3,5-bis(trifluoromethyl)phenyl]borate} counterion effectively catalyzes the enantioselective hydrogenation of acyclic N-arylimines with high turnover numbers (up to 10,000 TON) and excellent enantioselectivities (up to 98% ee), achieving the practical synthesis of chiral secondary amines.

引用

页码：3123 / 3127

页数：5

共 69 条

[1]

[Anonymous], 2003, ANGEW CHEM

[2]

[Anonymous], 1998, ANGEW CHEM

[3] Iridium-Catalyzed Asymmetric Hydrogenation of Unfunctionalized Enamines [J].