Benzylation of aldonolactones with benzyl trichloroacetimidate

Hanne Stampe Jensen, Christian Pedersen, Gerrit Limberg

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    A number of aldono-1,4-lactones have been converted to their perbenzylated derivatives by treatment with benzyl trichloroacetimidate. 2,3,6-Trideoxy-D-erythro-hexono-1,4-lactone could be benzylated in dichloromethane, but lactones containing two or more hydroxy-groups were insoluble and could therefore not be benzylated in this solvent. It has now been found that the benzylation can be performed in dioxane and, using this solvent, a number of perbenzylated lactones, including tetra-O-benzyl-D-galactono-1,4-lactone, were prepared in good yields.
    Original languageEnglish
    JournalCarbohydrate Research
    Volume302
    Pages (from-to)109-112
    ISSN0008-6215
    Publication statusPublished - 1997

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