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Excess Phosphine Ligand Plays a Critical Role in the Asymmetric Copper(I) Iodide‐Catalyzed Conjugate Addition of Grignard Reagents to α,β‐Unsaturated Esters
Author(s) -
Wang ShunYi,
Song Ping,
Loh TeckPeng
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000631
Subject(s) - chemistry , phosphine , iodide , reagent , ligand (biochemistry) , conjugate , binap , copper , enantioselective synthesis , catalysis , medicinal chemistry , chiral ligand , addition reaction , organic chemistry , mathematical analysis , biochemistry , receptor , mathematics
The role of excess ligand in the asymmetric 1,4‐conjugate addition (ACA) of Grignard reagents to α,β‐unsaturated esters compounds catalyzed by copper(I) iodide‐2,2′‐bis(di‐ p ‐tolylphosphino)‐1,1′‐binaphthyl (CuI‐Tol‐BINAP) is explored herein. In addition, this methodology allows asymmetric induction to be carried out using a non‐chiral phosphine copper complex with excess of a chiral phosphine ligand.