ORGN 705 |
| Azaspirene, isolated from the fungus Neosartoya species, is a novel angiogenesis inhibitor; therefore is a promising candidate for treating cancer and rheumatoid arthritis. Structurally, Azaspirene contains a highly oxygenated aza-spiro skeleton with benzyl and hexadiene substituents. This core structure is also found in the Pseurotins and Synerazol. We have been investigating the total synthesis of azaspirene, aiming to achieve a concise stereocontrolled route to this unique anti-cancer agent as well as a library thereof. Among the key synthetic manupilations involved is the direct conjugate addition of vinylzirconocene and vinylzincate reagents, new methodologies developed in our laboratory employing copper(I) catalysis. Sharpless dihydroxylation and RCM are other viable methodologies used to overcome some of the synthetic challenges toward Azaspirene.
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Total Synthesis, Materials, Molecular Recognition, Process R&D, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 13 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |
