Enantioselective reduction of ketones with trichlorosilane

ORGN 791

Andrei V. Malkov, amalkov@chem.gla.ac.uk, Angus J. P. Stewart-Liddon, A.Liddon@chem.gla.ac.uk, Pavel Kocovsky, and D. Haigh. Department of Chemistry, University of Glasgow, Glasgow, G12 8QQ, United Kingdom
We have shown that chiral pyridine-oxazolines catalyze the metal-free, trichlorosilane promoted reduction of aromatic ketones. This reaction furnishes enantiomerically enriched sec-alcohols in up to 68% enantiomeric excess. We will present results employing a range of different pyridine-oxazoline activators and investigations into their mode of action.

 

Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005