Tuesday, 27 June 2006 - 8:15 AM
Bonanza Room A (John Ascuaga’s Nugget Casino Resort)
141

A Diels-Alder Approach to Tetra-ortho-Substituted Phosphorus-Containing Biaryls

Bradley O. Ashburn and Rich G. Carter. Oregon State University, Corvallis, OR

Biaryl compounds have attracted considerable 
synthetic interest due to their presence in natural products and use as ligands in transition metal-catalyzed reactions.  Our overall goal is to develop a procedure to expediently synthesize polysubstituted biaryls with tunable and orthogonal functionality.  Utilizing the Diels-Alder reaction, tetra-ortho-substituted biaryls have been synthesized in only 4 steps from commercially available materials.  Further functionalization via Suzuki, Stille and Negishi palladium couplings will be discussed as well as reduction of the nitro and phosphine oxide moieties.



Web Page: www.chemistry.oregonstate.edu/carter/

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