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Highly Diastereo‐ and Enantioselective Mukaiyama Aldol Reactions Catalyzed by Hydrogen Bonding
Author(s) -
McGilvra Jeff D.,
Unni Aditya K.,
Modi Kriti,
Rawal Viresh H.
Publication year - 2006
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.200601638
Subject(s) - aldol reaction , enantioselective synthesis , chemistry , silylation , organic chemistry , catalysis
Enzyme lite: Like a minimalist enzyme, a simple chiral alcohol of the taddol family, 1 , catalyzes Mukaiyama aldol reactions between silyl enolates of amides and aldehydes to afford products with high diastereo‐ and enantioselectivities (see scheme; TBS= tert ‐butyldimethylsilyl).