Formal synthesis of 3-deoxy-d-manno-octulosonic acid (KDO) and 3-deoxy-d-arabino-2-heptulosonic acid (DAH)

Tapankumar Pradhan, Chuncheng Lin, Kwok-Kong Mong*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    7 Scopus citations

    Abstract

    Practical synthetic routes to 3-deoxy-d-manno-octulosonic acid (KDO) and 3-deoxy-d-arabino-2-heptulosonic acid (DAH) from common sugar substrates are reported. Chain homologation of the sugar substrates was accomplished by Wittig olefination and Corey-Fuchs alkynylation. A new cyclization strategy was investigated to access the desired pyranosyl isomer of the KDO target.

    Original languageEnglish
    Pages (from-to)219-222
    Number of pages4
    JournalSynlett
    Volume24
    Issue number2
    DOIs
    StatePublished - 1 Jan 2013

    Keywords

    • Corey-Fuchs
    • Wittig
    • carbohydrates
    • cyclization

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