Efficient asymmetric hydrogenation of quinolines in neat water catalyzed by chiral cationic Ru-diamine complexes

被引:35
作者
Yang, Zhusheng [1 ,2 ]
Chen, Fei [1 ]
He, Yan-Mei [1 ]
Yang, Nianfa [2 ]
Fan, Qing-Hua [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
[2] Xiangtan Univ, Coll Chem, Key Lab Environmentally Friendly Chem, Minist Educ, Xiangtan 411105, Peoples R China
基金
中国国家自然科学基金;
关键词
HIGHLY ENANTIOSELECTIVE HYDROGENATION; BETA-KETO-ESTERS; AQUEOUS-MEDIA; ORGANIC-SYNTHESIS; AROMATIC KETONES; HETEROAROMATIC-COMPOUNDS; RUTHENIUM CATALYSTS; IRIDIUM COMPLEXES; GREEN CHEMISTRY; IONIC LIQUID;
D O I
10.1039/c4cy00418c
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We describe herein highly effective asymmetric hydrogenation of quinolines in undegassed water catalyzed by chiral cationic Ru-diamine complexes for the first time. This facile and green protocol is applicable to the scaled-up synthesis of 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline, a key intermediate for the preparation of the antibacterial agent (S)-flumequine, with 98% ee.
引用
收藏
页码:2887 / 2890
页数:4
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