Synthesis of Chiral Piperazines via Hydrogenation of Pyrazines Activated by Alkyl Halides.

Org Lett

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences , 457 Zhongshan Road, Dalian 116023, P. R. China.

Published: July 2016


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Article Abstract

A facile method has been developed for the synthesis of chiral piperazines through Ir-catalyzed hydrogenation of pyrazines activated by alkyl halides, giving a wide range of chiral piperazines including 3-substituted as well as 2,3- and 3,5-disubstituted ones with up to 96% ee. The high enantioselectivity, easy scalability, and concise drug synthesis demonstrate the practical utility.

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http://dx.doi.org/10.1021/acs.orglett.6b01190DOI Listing

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