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[Ru(phgly) 2 (binap)]/Li 2 CO 3 : A Highly Active, Robust, and Enantioselective Catalyst for the Cyanosilylation of Aldehydes
Author(s) -
Kurono Nobuhito,
Arai Kenta,
Uemura Masato,
Ohkuma Takeshi
Publication year - 2008
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.200801501
Subject(s) - enantioselective synthesis , catalysis , ruthenium , substrate (aquarium) , chemistry , organic chemistry , combinatorial chemistry , oceanography , geology
The right combination : A series of aromatic, heteroaromatic, aliphatic, and α,β‐unsaturated aldehydes can be converted into the desired silylated cyanohydrins by reaction with (CH 3 ) 3 SiCN and a catalyst system consisting of the combination of a chiral ruthenium complex and Li 2 CO 3 (see scheme). The reaction is highly enantioselective and affords the R products with up to 98 % ee within 24 h at a substrate‐to‐catalyst ratio of 10 000:1.