Premium
A Chiral‐Anion Generator: Application to Catalytic Desilylative Kinetic Resolution of Silyl‐Protected Secondary Alcohols
Author(s) -
Yan Hailong,
Jang Hyeong Bin,
Lee JiWoong,
Kim Hong Ki,
Lee Soon Won,
Yang Jung Woon,
Song Choong Eui
Publication year - 2010
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.201004777
Subject(s) - silylation , kinetic resolution , enantioselective synthesis , halogen , fluoride , kinetic energy , chemistry , catalysis , generator (circuit theory) , ion , combinatorial chemistry , organic chemistry , physics , inorganic chemistry , thermodynamics , power (physics) , alkyl , quantum mechanics
Getting the grips on fluoride : Chiral hydroxy‐terminated polyethers bearing a 3,3′‐halogen‐substituted chiral 1,1′‐bi‐2‐naphthol (BINOL) unit manifest a new structural motif for chiral‐anion generators. Their unique properties are revealed through highly enantioselective desilylative kinetic resolution of a variety of silyl‐protected racemic alcohols with KF (see scheme).