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A Novel D 2 ‐Symmetrical Chiral Tetraoxazoline Ligand for Highly Enantioselective Hydrosilylation of Aromatic Ketones
Author(s) -
Li Wei Jie,
Qiu Sheng Xiang
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000018
Subject(s) - hydrosilylation , chemistry , enantioselective synthesis , chiral ligand , dichloromethane , catalysis , ligand (biochemistry) , aryl , optically active , organic chemistry , medicinal chemistry , combinatorial chemistry , solvent , biochemistry , alkyl , receptor
A novel D 2 ‐symmetrical chiral tetraoxazoline ligand was synthesized from 1,2,4,5‐benzenetetracarboxylic acid and L ‐valinol via a one‐pot reaction, and the asymmetric hydrosilylation of aromatic ketones was carried out in dichloromethane in the presence of 1.0 mol% of a bivalent copper ion catalyst with the tetraoxazoline to give optically active secondary alcohols. The chiral catalyst showed excellent activities and enantioselectivities in the hydrosilylation of aryl ketones with up to 99% ee .