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Enantioselective Conjugate Addition of Dialkylzinc Reagents to Cyclic and Acyclic Enones Catalyzed by Chiral Copper Complexes of New Phosphorus Amidites
Author(s) -
de Vries André H. M.,
Meetsma Auke,
Feringa Ben L.
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199623741
Subject(s) - enantioselective synthesis , conjugate , reagent , chemistry , catalysis , phosphorus , denticity , zinc , copper , combinatorial chemistry , addition reaction , ligand (biochemistry) , organic chemistry , chiral ligand , medicinal chemistry , mathematics , metal , receptor , biochemistry , mathematical analysis
Monodentate phosphorus amidites like 1 and Cu(OTf) 2 provide access to the first chiral complexes that catalyze the enantioselective conjugate addition of organozinc reagents to cyclic as well as acyclic enones. The ligand‐accelerated process affords β‐substituted ketones in excellent yields and with high ee values. Functional groups in the zinc reagent are tolerated.