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Synthesis 2014; 46(20): 2751-2756
DOI: 10.1055/s-0033-1338661
paper
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Transfer Hydrogenation of 3-(Trifluoromethyl)quinolines

Ran-Ning Guo
a   Department of Chemistry, Dalian University of Technology, Dalian 116012, P. R. of China
b   State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
,
Zhang-Pei Chen
b   State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
,
Xian-Feng Cai
b   State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
,
Yong-Gui Zhou*
b   State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
› Author Affiliations
Further Information

Publication History

Received: 26 May 2014

Accepted after revision: 25 June 2014

Publication Date:
24 July 2014 (online)

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Abstract

A chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation of 3-(trifluoromethyl)quinolines was successfully developed with up to 98% ee. The new method provides a direct and facile access to chiral 2,3-disubstituted 1,2,3,4-tetrahydroquinoline derivatives containing a stereogenic trifluoromethyl group.

Key words

chiral phosphoric acid - transfer hydrogenation - quinolines - trifluoromethyl group

Supporting Information

    for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084.
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