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Enantioselective Bimetallic Catalysis of Michael Additions Forming Quaternary Stereocenters
Author(s) -
Jautze Sascha,
Peters René
Publication year - 2008
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.200803539
Subject(s) - stereocenter , bimetallic strip , michael reaction , enantioselective synthesis , catalysis , lewis acids and bases , chemistry , organic chemistry , combinatorial chemistry
Robotlike: Low catalyst loadings of a planar‐chiral ferrocenyl bispalladacycle are sufficient to catalyze the Michael addition of trisubstituted α‐cyanoacetates to enones with excellent yields (TONs up to 2450) and high enantioselectivity. The reaction proceeds by a cooperative bimetallic mechanism and is superior to previous methods relying on soft Lewis acid catalysts.