ORGN 648 |
| Studies directed towards the synthesis of the dolabelide class of natural products via utilization of a functionally active phosphate tethers (P-tethers) is described. The 22-membered macrolides dolabelide A and B were collected from sea hares Dolabella auricularia and show a wide range of biological activity. Recently, we reported the utilization of RCM for the desymmetrization of a phosphate tethered 1,3-anti-diols in the formation of P-chiral bicyclic phosphates. These bicyclic phosphates undergo selective processes, including cuprate ring opening and cross-metatheses of the exo-cyclic olefin. Current efforts are aimed at exploiting these selective processes in the synthesis of both the northern and southern hemispheres of dolabelide.
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Total Synthesis of Complex Molecules
8:00 AM-12:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 132, Oral
Division of Organic Chemistry |
