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

S Rosenberg, Reko Leino

    Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

    12 Citeringar (Scopus)

    Sammanfattning

    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.
    OriginalspråkOdefinierat/okänt
    Sidor (från-till)5305–5307
    Antal sidor3
    TidskriftTetrahedron Letters
    Volym50
    Nummer38
    DOI
    StatusPublicerad - 2009
    MoE-publikationstypA1 Tidskriftsartikel-refererad

    Nyckelord

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

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