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Efficient asymmetric hydrogenation of quinolines in neat water catalyzed by chiral cationic Ru-diamine complexes†
Fei Chen,Yan-Mei He,Nianfa Yang,Qing-Hua Fan
Catalysis Science & Technology Pub Date : 05/09/2014 00:00:00 , DOI:10.1039/C4CY00418C
Abstract

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.

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