2013/11/29 by Weilong Lin, Tao Cao, Fan Wu +10 · 2 citations
Biochemistry, Genetics and Molecular Biology · Chemistry · #Asymmetric Hydrogenation and Catalysis #Asymmetric Synthesis and Catalysis #Synthesis and Biological Activity
paper · doi:10.1002/anie.201308699
openalex publication_date 2013/11/29 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/22
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.