Iridium-Difluorphos-Catalyzed Asymmetric Hydrogenation of 2-Alkyl- and 2-Aryl-Substituted Quinoxalines: A General and Efficient Route into Tetrahydroquinoxalines

被引:73
作者
Cartigny, Damien [2 ]
Nagano, Takuto [1 ]
Ayad, Tahar [2 ]
Genet, Jean-Pierre [2 ]
Ohshima, Takashi [1 ]
Mashima, Kazushi [1 ]
Ratovelomanana-Vidal, Virginie [2 ]
机构
[1] Osaka Univ, Dept Chem, Grad Sch Engn Sci, Osaka 5608631, Japan
[2] Ecole Natl Super Chim Paris, CNRS, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France
关键词
asymmetric catalysis; difluorphos; hydrogenation; iridium; quinoxaline; tetrahydroquinoxalines; ENANTIOSELECTIVE HYDROGENATION; O-PHENYLENEDIAMINES; DIPHOSPHINE LIGAND; COMPLEXES; IMINES; DERIVATIVES; ANTAGONISTS; INHIBITORS; DESIGN; POTENT;
D O I
10.1002/adsc.201000513
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A highly efficient and general iridium-difluorphos-catalyzed asymmetric hydrogenation of diverse 2-alkyl- and 2-aryl-substituted quinoxalines into biologically and pharmaceutically relevant 2-substituted-1,2,3,4-tetrahydroquinoxaline units has been developed. High isolated yields and excellent enantioselectivities of up to 95% for 2-alkyl-substituted quinoxalines and of up to 94% for 2-aryl-substituted quinoxalines were obtained.
引用
收藏
页码:1886 / 1891
页数:6
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