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Silyl Ketene Imines: Highly Versatile Nucleophiles for Catalytic, Asymmetric Synthesis
Author(s) -
Denmark Scott E.,
Wilson Tyler W.
Publication year - 2012
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.201202139
Subject(s) - ketene , enantioselective synthesis , stereocenter , nucleophile , silylation , reactivity (psychology) , chemistry , imine , combinatorial chemistry , catalysis , organic chemistry , medicine , alternative medicine , pathology
This Minireview provides an overview on the development of silyl ketene imines and their recent applications in catalytic, enantioselective reactions. The unique structure of the ketene imine allows a diverse range of reactivity patterns and provides solutions to existing challenges in the enantioselective construction of quaternary stereogenic carbon centers and cross‐benzoin adducts. A variety of reactions for which silyl ketene imines have been applied are presented with an overall goal of inspiring new uses for these underutilized nucleophiles.