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Rationally Designed Amide Donors for Organocatalytic Asymmetric Michael Reactions
Author(s) -
Tan Bin,
HernándezTorres Gloria,
Barbas Carlos F.
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.201200996
Subject(s) - michael reaction , amide , nucleophile , group (periodic table) , product (mathematics) , computer science , urea , chemistry , combinatorial chemistry , law and economics , organic chemistry , sociology , catalysis , mathematics , geometry
Amide nucleophiles on demand : Rationally designed pyrazoleamides function as Michael donors in urea‐catalyzed asymmetric Michael reactions with excellent chemical and optical yields (see scheme). The pyrazoleamide group performs as an ester equivalent, a directing group, an activating group, and functions as a good leaving group in further transformations of the product.