Enantioselective Synthesis of Propargylamines by Copper-Catalyzed Addition of Alkynes to Enamines
Christopher Koradin, Kurt Polborn und Paul Knochel*
*Department Chemie, Ludwig Maximilians-Universität, Butenandstrasse 5-13,
Haus F, 81377 München (Deutschland), Email: paul.knochel
cup.uni-muenchen.de
C. Koradin, K. Polborn, P. Knochel, Angew. Chem. Int. Ed., 2002, 41, 2535-2538.
DOI: 10.1002/1521-3773(20020715)41:14<2535::AID-ANIE2535>3.0.CO;2-M
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Abstract
A mild, copper(I)/Quinap-catalyzed addition of functionalized alkynes to enamines in high yields and with up to 90% ee is reported. Some selective transformations of the propargylamine products show the potential synthetic utility of this method.
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proposed mechanism
Key Words
alkynes, asymmetric synthesis, CH activation, heterogeneous catalysis, propargylamines
ID: J06-Y2002-370
