Ring-closing metathesis as a tool for the efficient preparation of chiral spirocyclic ethers from homoallylic alcohols

S Rosenberg, Reko Leino

    Research output: Contribution to journalArticleScientificpeer-review

    12 Citations (Scopus)


    The preparation of chiral spirocyclic ethers via allylic etherification/olefin metathesis of homoallylic alcohols is investigated. This reaction sequence transforms the enantiopure substrate alcohols, synthesized by a one-pot asymmetric rhodium-catalyzed conjugate addition/metal-mediated allylation procedure, into the desired spite ethers with full conversions and in excellent isolated yields. The synthetic sequence provides an efficient means for a rapid construction of functionalized spiro ethers in a stereoselective manner. (C) 2009 Elsevier Ltd. All rights reserved.
    Original languageUndefined/Unknown
    Pages (from-to)5305–5307
    Number of pages3
    JournalTetrahedron Letters
    Issue number38
    Publication statusPublished - 2009
    MoE publication typeA1 Journal article-refereed


    • Allylation
    • Asymmetric synthesis
    • Conjugate addition
    • Ring-closing metathesis
    • Spirocyclic ether

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