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Highly Enantioselective Cu‐Catalyzed Conjugate Additions of Dialkylzinc Reagents to Unsaturated Furanones and Pyranones: Preparation of Air‐Stable and Catalytically Active Cu–Peptide Complexes
Author(s) -
Brown M. Kevin,
Degrado Sylvia J.,
Hoveyda Amir H.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200501251
Subject(s) - conjugate , reagent , catalysis , steric effects , chemistry , enantioselective synthesis , combinatorial chemistry , peptide , organic chemistry , biochemistry , mathematical analysis , mathematics
The first generally effective method for catalytic asymmetric conjugate addition (ACA) of dialkylzinc reagents to unsaturated furanones and pyranones (see scheme) with different steric and electronic properties is reported. Synthesis, isolation, and characterization of catalytically active and air‐stable chiral Cu–peptide complexes are also described.