Expanded substrate scope of enantioselective ring-closing metathesis using an improved ruthenium alkylidene catalyst

ORGN 109

Timothy W. Funk, Jacob M. Berlin, and Robert H. Grubbs. Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, Pasadena, CA 91125
Since the initial report on ruthenium-catalyzed enantioselective ring-closing metathesis, more selective and stable catalysts containing chiral N-heterocyclic carbenes have been synthesized. Exploration of these catalysts in the desymmetrization of meso trienes has led to five-, six-, and seven-membered ring heterocycles with high conversions and high enantioselectivities. We have developed a potential model based on the degrees of selectivity arising from the different catalysts and substrates.

 

Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Materials, Molecular Recognition
8:00 PM-10:00 PM, Sunday, August 22, 2004 Pennsylvania Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004