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Enantio‐ and Diastereoselective Synthesis of Homopropargyl Amines by Copper‐Catalyzed Coupling of Imines, 1,3‐Enynes, and Diborons
Author(s) -
Manna Srimanta,
Dherbassy Quentin,
Perry Gregory J. P.,
Procter David J.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201915191
Subject(s) - stereocenter , combinatorial chemistry , substrate (aquarium) , catalysis , chemistry , copper , coupling (piping) , scope (computer science) , enantioselective synthesis , organic chemistry , computer science , materials science , oceanography , geology , metallurgy , programming language
An efficient, enantio‐ and diastereoselective, copper‐catalyzed coupling of imines, 1,3‐enynes, and diborons is reported. The process shows broad substrate scope and delivers complex, chiral homopropargyl amines; useful building blocks on the way to biologically‐relevant compounds. In particular, functionalized homopropargyl amines bearing up to three contiguous stereocenters can be prepared in a single step.