Prediction of nonlinear effects in asymmetric catalysis

ORGN 113

Shaimaa El-Fayyoumy, S.el-fayyoumy@qmul.ac.uk, The School of Biological and Chemical Sciences, Walter Besant Building, Queen Mary, University of London, Mile End Road, London, El 4NS, United Kingdom and M. H. Todd, School of Chemistry, The University of Sydney, Australia.
The enantioselective addition of alkylzinc reagents to aldehydes to afford secondary alcohols is known as the “Golden Standard” whereby almost all new ligands are tested, hence making it the ideal reaction to test for nonlinear effects (NLE). There are two types of nonlinear effects (NLE), positive and negative. A positive NLE operates if enantiomeric excess of product is higher than enantiomeric excess of auxiliary whereas a negative NLE operates exhibits the opposite behaviour. A deviation from ideal behaviour (linearity) implies diastereomeric species that are not present in the homochiral system. Oxazolines or oxazoline-containing compounds have been studied extensively, especially for their potential as asymmetric ligands. We investigate whether oxazolines exhibit NLEs and the results will be presented.

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006