Progress toward the synthesis of the tetracyclic core of Viridin

ORGN 776

Kalyani Patil, kjp15@pitt.edu, Tyler E. Benedum, and Peter Wipf. Department of Chemistry, University of Pittsburgh, 219, Parkman Avenue, Pittsburgh, PA 15260
Viridin belongs to a family of furanosteroids and was isolated in 1945 from Gliocladium virens. These furanosteroids are potent irreversible inhibitors of phosphatidylinositol 3-kinase (PI-3K) which is an important enzyme for intracellular signaling. Our approach to the synthesis of the core of Viridin includes bis-heteroannulation followed by an intramolecular Diels-Alder reaction between furan and alkyne. Recent advances toward the synthesis of the tetracyclic core of viridin will be presented.
 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007