ORGN 674 |
Studies directed towards a total synthesis of phomactin A
| Kevin P. Cole and Richard P. Hsung. Department of Chemistry, University of Minnesota, 207 Pleasant St. SE, Minneapolis, MN 55455 |
| Phomactin A (1) was isolated in 1991 by Sugano et. al. and is one of a number of diterpene phomactins that, as a class, show biological activity as platelet activating antagonists. The unique architecture of the phomactin core has attracted a number of synthetic efforts that have, as of now, cumulated in two total syntheses of phomactin A. We feel that the advanced intermediate 2 could be formed via an intramolecular [3 + 3] cycloaddition. Preliminary data obtained using a des-methyl model system supports this hypothesis. Our current efforts involve the usable synthesis of cyclization precursor 4 which is highlighted by a B-alkyl Suzuki coupling. Progress to date will be reported in full.  |
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