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

✍ Scribed by Damien Cartigny; Takuto Nagano; Tahar Ayad; Jean-Pierre Genêt; Takashi Ohshima; Kazushi Mashima; Virginie Ratovelomanana-Vidal


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
175 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis


Abstract

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.