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.knochelcup.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
see article for more examples
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.
see article for more examples
proposed mechanism
Key Words
alkynes, asymmetric synthesis, CH activation, heterogeneous catalysis, propargylamines
ID: J06-Y2002-370