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Kinetic Resolution of 1,2‐Diols through Highly Site‐ and Enantioselective Catalytic Silylation
Author(s) -
Zhao Yu,
Mitra Aurpon W.,
Hoveyda Amir H.,
Snapper Marc L.
Publication year - 2007
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.200703650
Subject(s) - enantioselective synthesis , dihydroxylation , kinetic resolution , silylation , catalysis , enantiomer , chemistry , substrate (aquarium) , organic chemistry , combinatorial chemistry , stereochemistry , biology , ecology
Resolved to silylate : A chiral silylation catalyst is used for kinetic resolution of three classes of acyclic 1,2‐diols. The catalyst differentiates, with excellent precision, between the two hydroxy groups of a substrate. The majority of the diols, obtained in high enantiomeric purity, cannot be accessed with similar stereochemical purity through catalytic asymmetric dihydroxylation.