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Fluxionally Chiral DMAP Catalysts: Kinetic Resolution of Axially Chiral Biaryl Compounds
Author(s) -
Ma Gaoyuan,
Deng Jun,
Sibi Mukund P.
Publication year - 2014
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.201406684
Subject(s) - kinetic resolution , selectivity , catalysis , chirality (physics) , axial symmetry , chemistry , kinetic energy , resolution (logic) , combinatorial chemistry , axial chirality , organic chemistry , computational chemistry , enantioselective synthesis , physics , particle physics , computer science , chiral symmetry , quantum mechanics , artificial intelligence , quark , nambu–jona lasinio model
Abstract Can organocatalysts that incorporate fluxional groups provide enhanced selectivity in asymmetric transformations? To address this issue, we have designed chiral 4‐dimethylaminopyridine (DMAP) catalysts with fluxional chirality. These catalysts were found to be efficient in promoting the acylative kinetic resolution of secondary alcohols and axially chiral biaryl compounds with selectivity factors of up to 37 and 51, respectively.