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Visible-Light Induction/Brønsted Acid Catalysis in Relay for the Enantioselective Synthesis of Tetrahydroquinolines

Wenhui Xiong, Shan Li, Bo Fu, Jinping Wang*, Qiu-An Wang*, Wen Yang*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, People’s Republic of China, Email: jinpingwang1985126.com, wangqahnu.edu.cn, yangwenhnu.edu.cn

W. Xiong, S. Li, B. Fu, J. Wang, Q.-A. Wang, W. Yang, Org. Lett., 2019, 21, 4173-4176.

DOI: 10.1021/acs.orglett.9b01354



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Abstract

The combination of Brønsted acid catalysis with visible-light induction enables a highly enantioselective synthesis of 2-substituted tetrahydroquinolines from 2-aminoenones through a relay visible-light-induced cyclization/chiral phosphoric acid-catalyzed transfer hydrogenation reaction.

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Key Words

tetrahydroquinolines, Hantzsch ester, organocatalysis, photochemistry


ID: J54-Y2019