Synthesis 2013; 45(23): 3239-3244
DOI: 10.1055/s-0033-1339849
paper
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Synthesis of Endocyclic β-Amino Acids with Two Contiguous Stereocenters via Hydrogenation of 3-Alkoxycarbonyl-2-Substituted Quinolines

Zhang-Pei Chen
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
,
Zhi-Shi Ye
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
,
Mu-Wang Chen
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
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Yong-Gui Zhou*
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, P. R. of China   Fax: +86(411)84379220   Email: ygzhou@dicp.ac.cn
› Author Affiliations
Further Information

Publication History

Received: 18 July 2013

Accepted after revision: 25 August 2013

Publication Date:
25 September 2013 (online)


Abstract

An enantioselective iridium-catalyzed hydrogenation of 3-alkoxycarbonyl-2-substituted quinoline derivatives is described. This methodology provides a convenient route to enantiopure endocyclic β-amino acids with two contiguous stereocenters with up to 90% ee.

Supporting Information