Enantioselective Double Manipulation of Tetrahydroisoquinolines with Terminal Alkynes and Aldehydes under Copper(I) Catalysis1. Issue 1 (29th November 2013)

• Record Type: Journal Article
• Authors: 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
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 1(2014)
• Page Start: 277
• Page End: 281
• Publication Date: 2013-11-29
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201308699
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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 (<italic>R</italic>, <italic>R</italic>)‐N‐pinap. This synthetic operation installs two substituents in the 1‐ and 2‐positions.</p> </abstract>