A chemoenzymatic synthesis of differentially protected D-Talose derivatives

Martin G. Banwell*, Alison J. Edwards, John N. Lambert, Xing Hua Ma, Keith G. Watson

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    5 Citations (Scopus)

    Abstract

    The synthesis of the D-talose derivatives from the readily available and enantiomerically pure cis-1,2-dihydrocatechol was discussed. The synthesis included a stannylene acetal-mediated epimerization process. The dehydroxylation of D-galactal provided a different route to target. The triacetates were chemically correlated with known derivatives of D-talose. A mixture of these compounds was also subjected to reaction with aqueous trifluoroacetic acid to affect global deprotection and generate D-talose.
    Original languageEnglish
    Pages (from-to)95-103
    Number of pages9
    JournalAustralian Journal of Chemistry
    Volume55
    Issue number1-2
    DOIs
    Publication statusPublished - 2002

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