A synthesis of 2-fluoroglucal derivatives

Ewan Boyd, Ray V H Jones, Peter Quayle, Anita J. Waring (née Potts)

    Research output: Contribution to journalArticlepeer-review

    Abstract

    3,4,6-Tri-O-methyl-d-glucal, readily prepared from 3,4,6-tri-O-acetyl-d-glucal, undergoes lithiation at -78 °C in THF with t-BuLi to afford a vinyl carbanion, which can be trapped with electrophiles in moderate overall yields. The palladium coupling and Dötz-type reactions of these intermediates are also described. © 2006 Elsevier Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)7983-7986
    Number of pages3
    JournalTetrahedron Letters
    Volume47
    Issue number45
    DOIs
    Publication statusPublished - 6 Nov 2006

    Keywords

    • Fluorine
    • Fluorosugar
    • Glucal
    • Glycal
    • Lithiation
    • Metallation

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