Highly Efficient RhI-Catalyzed Asymmetric Hydrogenation of β-Amino Acrylonitriles

被引:20
作者
Ma, Miaofeng [1 ,2 ,3 ]
Hou, Guohua [2 ,3 ]
Sun, Tian [2 ,3 ]
Zhang, Xiaowei [2 ,3 ]
Li, Wei [2 ,3 ]
Wang, Junru [1 ]
Zhang, Xumu [2 ,3 ]
机构
[1] NW A&F Univ, Coll Sci, Yangling 712100, Shaanxi, Peoples R China
[2] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
[3] Rutgers State Univ, Dept Pharmaceut Chem, Piscataway, NJ 08854 USA
基金
美国国家卫生研究院;
关键词
acrylonitriles; enantioselectivity; hydrogenation; P ligands; rhodium; ALPHA; BETA-UNSATURATED NITRILES; ENANTIOSELECTIVE HYDROGENATION; STEREOSELECTIVE-SYNTHESIS; COOPERATIVE CATALYSIS; ACIDS; AZIRIDINES; BASE; CYANOMETHYLATION; COMPLEX; IMINES;
D O I
10.1002/chem.201000325
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) It takes two to TangPhos: β-Amino acrylonitriles can be readily prepared from acetonitriles. Both of the E/Z isomers undergo hydrogenation with excellent enantioselectivity by using the Rh-TangPhos (TangPhos = l, 1'-ditert-butyl-(2, 2')-diphospholane) catalyst system. The products, chiral β-amino nitriles, are valuable chiral building blocks for many drugs. © 2010 Wiley-VCH Verlag GmbH&Co. KGaA.
引用
收藏
页码:5301 / 5304
页数:4
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