ORGN 566 |
Sarcoglane (3), a secondary metabolite of the marine sponge, Sarcophytum glaucum, possesses an intriguing [7.5.0.0] tricyclotetradecenone. Its structure suggests a biogenetic cationic cascade from geranylgeranyl pyrophosphate (1) through the intermediacy of a cembrane cation (2). The described work details efforts to construct the cembrane core (4) incorporating a halogen trigger to initiate the cyclization. Efforts towards the synthesis of the cembrane (4) and a key synthetic intermediate, 8-trimethylsilylgeranial, will be discussed. |
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Materials, Devices and Switches, Metal-Mediated Reactions, Asymmetric Reactions, Total Synthesis, Biologically-Related Molecules and Processes
7:00 PM-9:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- La Louisiane, Blrm. C, Poster
Division of Organic Chemistry |