Premium
Scaffolding Catalysts: Highly Enantioselective Desymmetrization Reactions
Author(s) -
Sun Xixi,
Worthy Amanda D.,
Tan Kian L.
Publication year - 2011
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.201103470
Subject(s) - desymmetrization , enantioselective synthesis , substrate (aquarium) , catalysis , chemistry , covalent bond , combinatorial chemistry , selectivity , computer science , organic chemistry , biology , ecology
Ex‐changing places : A highly enantioselective desymmetrization of 1,2‐diols has been developed in which the catalyst utilizes reversible covalent bonding to the substrate to achieve both high selectivity and rate acceleration (see scheme, PMP=pentalmethylpiperidine, TBS= tert ‐butyldimethylsilyl). Induced intramolecularity is responsible for the enhanced rate, thus allowing the reaction to be performed at room temperature.