A stereoselective, Sm(ii)-mediated approach to decorated cis-hydrindanes: Synthetic studies on faurinone and pleuromutilin

Thomas J K Findley, David Sucunza, Laura C. Miller, Matthew D. Helm, Madeleine Helliwell, David T. Davies, David J. Procter

    Research output: Contribution to journalArticlepeer-review

    Abstract

    The cis-hydrindane motif is found in a number of natural products that display important biological activity. A flexible, stereoselective approach to the framework has been developed that features highly diastereoselective, SmI2-mediated cyclisations. The strategy has been exploited in the first synthesis of the proposed structure of faurinone and an approach to the skeleton of the antibacterial natural product, pleuromutilin. © 2011 The Royal Society of Chemistry.
    Original languageEnglish
    Pages (from-to)2433-2451
    Number of pages18
    JournalOrganic and Biomolecular Chemistry
    Volume9
    Issue number7
    DOIs
    Publication statusPublished - 7 Apr 2011

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