A chemoenzymatic total synthesis of (+)-clividine

Lorenzo V. White, Brett D. Schwartz, Martin G. Banwell*, Anthony C. Willis

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    39 Citations (Scopus)


    The title compound, ent-1, the non-natural enantiomeric form of the lycorenine-type alkaloid (-)-clividine (1), has been prepared using the enantiomerically pure (ee >99.8%) cis-1,2-dihydrocatechol 3 as starting material. A key feature associated with the closing stages of the synthesis involved the diastereoselective addition of a nitrogen-centered radical onto a pendant cyclohexene to establish the cis-fused D-ring and the required stereochemistry at C11b in the final product ent-1.

    Original languageEnglish
    Pages (from-to)6250-6257
    Number of pages8
    JournalJournal of Organic Chemistry
    Issue number15
    Publication statusPublished - 5 Aug 2011


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