Premium
Kinetic Resolution of Secondary Alcohols Catalyzed by Chiral Phosphoric Acids
Author(s) -
Harada Shingo,
Kuwano Satoru,
Yamaoka Yousuke,
Yamada Kenichi,
Takasu Kiyosei
Publication year - 2013
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.201304281
Subject(s) - kinetic resolution , acylation , chemistry , phosphoric acid , organic chemistry , catalysis , resolution (logic) , brønsted–lowry acid–base theory , base (topology) , selectivity , carboxylic acid , enantioselective synthesis , mathematical analysis , mathematics , artificial intelligence , computer science
Acid instead of base : Kinetic resolution of secondary alcohols is realized using chiral Brønsted acid catalyzed acylation instead of the conventional basic conditions. A broad range of functional groups are tolerated, such as aldehydes, carboxylic acids, and enoates. The selectivity factor ( s ) reaches up to 215 at ambient temperature.