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Synfacts 2006(12): 1243-1243
DOI: 10.1055/s-2006-955632
DOI: 10.1055/s-2006-955632
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Cu(I)-Catalyzed Enantioselective Hydrosilylation of Aromatic Ketones
J. T. Issenhuth, S. Dagorne*, S. Bellemin-Laponnaz*
Université Louis Pasteur, Strasbourg, France
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. November 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200612/lookinside/thumbnails/10.1055-s-2006-955632-1.jpg)
Significance
In the presence of a Cu(I)/BINAP catalyst and hydrosilane, various ketones were enantioselectively converted into the corresponding silyl ether, which upon hydrolysis afforded chiral secondary alcohols. The reaction generally gives high yields and ee values, but is limited to aromatic ketones. Kinetic experiments determined that the reaction is first-order in catalyst, silane and ketone, offering some insight into the true active catalyst.