Samarium diiodide-mediated intramolecular cyclodimerisation of bis-alpha,beta-unsaturated carbonyl compounds

Jonathan R. Powell, Sally Dixon, Mark E. Light, Jeremy Dunbar Kilburn

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    9 Citations (Scopus)

    Abstract

    Samarium(II) diiodide-mediated intramolecular cycloclimerisation of simple bis-enones and -enoates in THF/MeOH has been investigated. Spirocyclic and elaborated polycyclic products, including stereodefined cis-bicyclo[3.3.0]octane and trans-bicyclo[4.3.0]nonanes, are obtained in synthetically useful yield. (C) 2009 Elsevier Ltd. All rights reserved.

    Original languageEnglish
    Pages (from-to)3564-3567
    Number of pages4
    JournalTetrahedron Letters
    Volume50
    Issue number26
    Early online date13 Mar 2009
    DOIs
    Publication statusPublished - 1 Jul 2009

    Keywords

    • ALPHA,BETA-UNSATURATED KETONES
    • REDUCTIVE CYCLIZATION
    • ACID-DERIVATIVES
    • ENONES
    • HYDRODIMERIZATION
    • IODIDE
    • HMPA

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