Enantioselective Synthesis of Optically Pure β-Amino Ketones and γ-Aryl Amines by Rh-Catalyzed Asymmetric Hydrogenation

被引:34
作者
Geng, Huiling [1 ,2 ,3 ]
Huang, Kexuan [2 ,3 ]
Sun, Tian [2 ,3 ]
Li, Wei [2 ,3 ]
Zhang, Xiaowei [2 ,3 ]
Zhou, Le [1 ]
Wu, Wenjun [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
STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; CHEMOSELECTIVE HYDROGENATION; REDUCTION; ALCOHOLS; ACIDS; CHEMISTRY; LIGANDS; BENZYL;
D O I
10.1021/jo102091f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of optically pure beta-amino ketones have been synthesized in high enantioselectivities (ee > 99%) by Rh-DuanPhos-catalyzed asymmetric hydrogenation of readily prepared beta-keto enamides. Further reduction of these beta-amino ketones with hydrogen and Pd/C leads to the formation of a variety of protected enantiomerically pure gamma-aryl amines (ee > 99%), which are key building blocks in many bioactive molecules.
引用
收藏
页码:332 / 334
页数:3
相关论文
共 64 条