ORGN 191 |
| Gomisins are one of the pharmacologically important components isolated from the oriental medicine “gomisi”, the fruits of Schisandra chinensis. Members of the Gomisin family possess anti-HIV, antineoplastic, CNS depressant, analgesic, antitussive and antihepatotoxic properties. Total syntheses of the dibenzocyclooctadiene lignans Gomisin O and Epigomisin O are reported. The synthesis was based on an atropdiastereoselective copper-promoted intramolecular oxidative Lipshutz biaryl cross-coupling reaction, a diastereoselective in situ hydroboration /beta-alkyl Suzuki-Miyaura cross coupling reaction sequence, and an Indium mediated tiglylation of an aryl aldehyde precursor. Details of the synthesis and recent advances in this area will be presented.
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New Reactions and Methodology, Materials, Total Synthesis, Process R&D
8:00 PM-10:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- Hall A, Poster
Sci-Mix
Division of Organic Chemistry |
