Kinetic Resolution of Secondary Alcohols Catalyzed by Chiral Phosphoric Acids | Zendy

Harada Shingo | Zendy; Kuwano Satoru | Zendy; Yamaoka Yousuke | Zendy; Yamada Kenichi | Zendy; Takasu Kiyosei | Zendy

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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.

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