Samarium(II)-iodide-mediated cyclizations in natural product synthesis

David J. Edmonds, Derek Johnston, David J. Procter

    Research output: Contribution to journalArticlepeer-review

    Abstract

    SmI2 is a versatile reagent now widely used in organic chemistry. Despite the wealth of literature on the subject, the mechanisms of some SmI2-mediated reactions are still uncertain and the role of additives and cosolvents is poorly understood. This review covers the use of SmI2-mediated cyclization reactions in natural product synthesis. The use of the full armory of ring-forming reactions conducted by the reagent is outlined. Focus is on the most challenging targets, such as Taxol, gambierol, and diazonamide A.
    Original languageEnglish
    Pages (from-to)3371-3403
    Number of pages32
    JournalChemical Reviews
    Volume104
    Issue number7
    DOIs
    Publication statusPublished - Jul 2004

    Keywords

    • Cyclization (samarium(II)-iodide-mediated cyclizations in natural product synthesis); Natural products Role: SPN (Synthetic preparation), PREP (Preparation) (samarium(II)-iodide-mediated cyclizations in natural product synthesis)

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