Exploiting Sm(ii) and Sm(iii) in SmI2-initiated reaction cascades: Application in a tag removal-cyclisation approach to spirooxindole scaffolds

Susannah C. Coote, Seidjolo Quenum, David J. Procter

    Research output: Contribution to journalArticlepeer-review

    Abstract

    A tag removal-cyclisation sequence is described that is initiated by reduction using a Sm(ii) species and completed by a Sm(iii) Lewis acid that is formed in an earlier stage. Therefore, the reaction cascade utilises both oxidation states of a samarium reagent in discrete steps and allows access to privileged, pyrrolidinyl-spirooxindole scaffolds and analogues inspired by the anti-cancer natural product spirotryprostatin A. © The Royal Society of Chemistry 2011.
    Original languageEnglish
    Pages (from-to)5104-5108
    Number of pages4
    JournalOrganic and Biomolecular Chemistry
    Volume9
    Issue number14
    DOIs
    Publication statusPublished - 21 Jul 2011

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