ORGN 452 |
Toward the total synthesis of Oasomycin A
| David A. Evans, Pavel A. Nagornyy, Kenneth McRay, Dominic Reynolds, and Filisaty Vounatsos. Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, MA 02138 |
| Oasomycin A is a member of the desertomycin family of macrolide natural products that were isolated during the chemical screening of secondary metabolites of Streptoverticillium baldacii. The relative and absolute stereochemical assignment of Oasomycin A was made by application of the ‘universal NMR database’ developed by Kishi and co-workers. The synthesis of the advanced A-F precursors to Oasomycin A will be presented together with the model studies directed toward coupling of A-B, and D-F fragments by Julia-Kociensky methodology. The investigations towards the late-step deprotection strategy involving novel 4,5-dephenyloxazole oxidation with DDQ are also going to be discussed.  |
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Total Synthesis, Asymmetric Reactions and Syntheses, Bioorganic
9:00 AM-11:00 AM, Wednesday, March 31, 2004 Anaheim Convention Center -- Hall C, Poster
Division of Organic Chemistry
The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004
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