Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/28338
Title: Copper(I)-catalyzed enantioselective alkynylation of alpha-imino esters : ligand-to-metal ratio effects and mechanistic studies
Authors: Peng, F
Shao, Z
Chan, ASC
Issue Date: 2010
Publisher: Pergamon Press
Source: Tetrahedron : asymmetry, 2010, v. 21, no. 4, p. 465-468 How to cite?
Journal: Tetrahedron : asymmetry 
Abstract: An unprecedented effect of the ligand-to-metal ratio on the stereofacial selection in the copper-catalyzed enantioselective addition of terminal alkynes to N-PMP-alpha-imino esters was observed. An excess of ligand was found not to be beneficial, on the contrary, an excess of copper was found to be beneficial. Moreover, both enantiomers of the alkynylation product were obtained with almost the same enantiomeric excess with the same chiral ligand by simply adjusting the ligand-to-metal ratio. The investigation of the mechanism demonstrated the presence of a positive nonlinear effect [(+)-NLE].
URI: http://hdl.handle.net/10397/28338
ISSN: 0957-4166
EISSN: 1362-511X
DOI: 10.1016/j.tetasy.2010.02.020
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