Samarium diiodide mediated intramolecular cyclisation of mixed enone-enoate systems: a simple preparation of spirocyclic ethers

Junxiu Meng, Mark E. Light, Sally Dixon, Jeremy Dunbar Kilburn

    Research output: Contribution to journalArticle

    2 Citations (Scopus)

    Abstract

    Samarium(II) diiodide mediated intramolecular cyclisation of mixed enone-enoate substrates in THF/MeOH is described. Spirocyclic ethers are obtained, and the stereodefined preparation of 1-oxaspiro[4.4]nonan-7-one products is included. (C) 2010 Elsevier Ltd. All rights reserved.

    Original languageEnglish
    Pages (from-to)928-931
    Number of pages4
    JournalTetrahedron Letters
    Volume52
    Issue number8
    DOIs
    Publication statusPublished - 23 Feb 2011

    Keywords

    • Samarium(II) diiodide
    • Reductive cyclisation
    • Michael addition
    • Spirocycle
    • Chelation control
    • LOW-VALENT TITANIUM
    • ELECTRON-TRANSFER
    • REDUCTIVE CYCLODIMERIZATION
    • SCILLA-SCILLOIDES
    • KETONES
    • HYDRODIMERIZATION
    • METAL
    • OLIGOGLYCOSIDES
    • IODIDE
    • ALPHA

    Cite this