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Asymmetric Direct Amide Synthesis by Kinetic Amine Resolution: A Chiral Bifunctional Aminoboronic Acid Catalyzed Reaction between a Racemic Amine and an Achiral Carboxylic Acid
Author(s) -
Arnold Kenny,
Davies Bryan,
Hérault Damien,
Whiting Andrew
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.200705643
Subject(s) - kinetic resolution , amine gas treating , amide , chemistry , bifunctional , catalysis , carboxylic acid , benzimidazole , asymmetric induction , organic chemistry , enantioselective synthesis
Let's resolve this : A planar chiral benzimidazole ferroceneboronic acid catalyst demonstrates low to moderate asymmetric induction in the kinetic resolution of racemic α‐substituted benzylamines by direct amide formation with achiral carboxylic acids (see scheme).