Acetonation of L-pentoses and 6-deoxy-L-hexoses under kinetic control using heterogeneous acid catalysts

Jonas J. Forsman, Reko Leino

    Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

    3 Citeringar (Scopus)

    Sammanfattning

    The fibrous polymer-supported sulfonic acid catalyst Smopex-101 H(+) proved to be an efficient catalyst for the preparation of O-isopropylidene derivatives from a series of rare sugars. Acetonation of the reducing sugars L-arabinose, L-ribose, L-xylose, L-fucose, and L-rhamnose in N,N-dimethylformamide by 2,2-dimethoxypropane or 2-methoxypropene led to the formation of the kinetically favored di-O- and/or mono-O-isopropylidene derivatives in 46-88% yields. The method consists of a simple experimental procedure which does not require predried solvents or reagents. The catalyst is easily recovered and can be regenerated making the procedure economically viable even for large-scale synthesis.
    OriginalspråkOdefinierat/okänt
    Sidor (från-till)1548–1554
    Antal sidor7
    TidskriftCarbohydrate Research
    Volym345
    Utgåva11
    DOI
    StatusPublicerad - 2010
    MoE-publikationstypA1 Tidskriftsartikel-refererad

    Nyckelord

    • Acetonation
    • Heterogeneous catalysis
    • Isopropylidene acetals
    • Kinetic control
    • L-Carbohydrates

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