ORGN 794 |
| β-Araneosene belongs to the class of dolabellane diterpenoids that exhibit potent cytotoxic and antimicrobial activity. It was first isolated from the terrestrial mold Sordria araneosa and contains the trans-fused 5- and 11-membered rings characteristic of the dolabellanes. Our novel approach for the synthesis of β-araneosene, based on the formation and expansion of a [3.3.0]-bicyclic γ-lactone precursor will be described. The key step involving an alkoxy-directed diastereoselective manganese(III) acetate radical cyclisation will also be discussed.
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Heterocycles and Aromatics, Asymmetric Reactions and Syntheses and Total Synthesis of Complex Molecules
7:00 PM-9:00 PM, Wednesday, August 19, 2009 Walter E. Washington Convention Center -- Ballroom C, Poster
Division of Organic Chemistry |
