Enantioselective Double Manipulation of Tetrahydroisoquinolines with Terminal Alkynes and Aldehydes under Copper(I) Catalysis | Zendy

Lin Weilong | Zendy; Cao Tao | Zendy; Fan Wu | Zendy; Han Yulin | Zendy; Kuang Jinqiang | Zendy; Luo Hongwen | Zendy; Miao Bukeyan | Zendy; Tang Xinjun | Zendy; Yu Qiong | Zendy; Yuan Weiming | Zendy; Zhang Jiasheng | Zendy; Zhu Can | Zendy; Ma Shengming | Zendy

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Enantioselective Double Manipulation of Tetrahydroisoquinolines with Terminal Alkynes and Aldehydes under Copper(I) Catalysis

Author(s) -

Lin Weilong,

Cao Tao,

Fan Wu,

Han Yulin,

Kuang Jinqiang,

Luo Hongwen,

Miao Bukeyan,

Tang Xinjun,

Yu Qiong,

Yuan Weiming,

Zhang Jiasheng,

Zhu Can,

Ma Shengming

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201308699

Subject(s) - stereocenter , enantioselective synthesis , tetrahydroisoquinoline , catalysis , chemistry , combinatorial chemistry , ligand (biochemistry) , copper , stereochemistry , organic chemistry , receptor , biochemistry

Tetrahydroisoquinoline alkaloids with a C1 stereogenic center are a common unit in many natural and non‐natural compounds of biological importance. Herein we describe a novel Cu I ‐catalyzed highly chemo‐ and enantioselective synthesis of chiral tetrahydroisoquinoline‐alkaloid derivatives from readily available unsubstituted tetrahydroisoquinolines, aldehydes, and terminal alkynes in the presence of the ligand ( R , R )‐N‐pinap. This synthetic operation installs two substituents in the 1‐ and 2‐positions.

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