Selective silver-catalyzed reactions of aryldiazoacetates

ORGN 89

Huw M. L. Davies, hdavies@acsu.buffalo.edu, Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260 and Janelle L. Thompson, Department of Chemistry, University at Buffalo, SUNY, The State University of New York, Buffalo, NY 14260.
This study shows that silver salts can efficiently decompose donor/acceptor substituted aryldiazoacetates and the resulting silver carbenoids are capable of highly diastereoselective transformations (>94% de). Most notably, their chemoselectivity profile is different from the reactions catalyzed by the conventional rhodium (II) carboxylates. The full scope of these silver catalyzed reactions and their potential for organic synthesis will be described.
 

Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 14 March 2005 Convention Center -- Sails Pavilion, Sci-Mix

Division of Organic Chemistry

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