Synthesis of Divalent 2,2 '-Linked Mannose Derivatives by Homodimerization

FS Ekholm, M Polakova, AJ Pawlowicz, Reko Leino

    Research output: Contribution to journalArticleScientificpeer-review

    24 Citations (Scopus)

    Abstract

    Several studies have implicated (1 -> 2)-linked mannans as biologically relevant compounds. Recently, there has been a growing interest in the synthesis of multivalent carbohydrate assemblies due to their ability to target multiple receptors simultaneously. In the present work, a protective group strategy, based oil the methodology originally developed by Crich, has been utilized for the homodimerization of olefinic carbohydrates, allowing a highly diastereoselective synthesis of some divalent structures. Furthermore, it is shown that divalent donors tray undergo coupling reactions without losses ill stereoselectivity or efficiency, The strategies described may potentially be applied to the synthesis of diverse neoglycoconjugates and of oligosaccharides.
    Original languageUndefined/Unknown
    Pages (from-to)567–576
    Number of pages10
    JournalSYNTHESIS
    Issue number4
    DOIs
    Publication statusPublished - 2009
    MoE publication typeA1 Journal article-refereed

    Keywords

    • (1 -> 2)-linked mannans
    • carbohydrates
    • diastereoselective synthesis
    • divalent molecules
    • homodimerization

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