Towards the asymmetric total synthesis of Fusicoccin A

ORGN 94

Vyjayanthi N Kambam and Scott McN. Sieburth. Department of Chemistry, Temple University, 1901 N. 13th Street, Philadelphia, PA 19122
The eight-membered ring and both cyclopentanes of Fusicoccin A can be generated by a cis-selective [4+4] photocycloaddition of a three-carbon tethered bis-2-pyridone. This approach has been demonstrated for the parent system with a single (racemic) stereogenic center, the tert-butyldimethylsilyloxy group. To implement an enantioselective total synthesis of this target, the tethered pyridones with three stereogenic centers must be efficiently prepared. A new method for pyridone synthesis and enantioselective introduction of the key stereogenic centers will be described.

 

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

Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix

Division of Organic Chemistry

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