Palladium-catalyzed alpha-arylation of zinc enolates of esters and amides

ORGN 318

Takuo Hama, takuo.hama@yale.edu and John F. Hartwig, john.hartwig@yale.edu. Department of Chemistry, Yale University, P.O. Box 208107, New Haven, CT 06520-8107
Palladium-catalyzed alpha-arylation of zinc enolates of esters and amides will be presented. Methods have been developed using three different sources of zinc enolates. The reaction scope has been greatly expanded and a large number of alpha-aryl esters and amides can be synthesized using a variety of aryl bromides under mild conditions. The catalytic systems used are a mixture of palladium precursor and the hindered ligand pentaphenylferrocenyl di-tert-butylphosphine (Q-phos) or the highly reactive dimeric Pd(I) complex {[P(tert-Bu)3]PdBr}2.

 

New Reactions and Methodology, Bioorganic Chemistry, Molecular Recognition and Self Assembly
8:00 PM-10:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006