Simple de-novo Synthesis of Reactive Pseudoglycals (Hex-2-enopyranosides)—Stereospecific α-Glycoside Coupling

Authors

  • Prof. Dr. Richard R. Schmidt,

    Corresponding author
    1. Fachbereich Chemie der Universität, Postfach 7733, D-7750 Konstanz (Germany)
    • Fachbereich Chemie der Universität, Postfach 7733, D-7750 Konstanz (Germany)
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  • Dipl.-Chem. Rolf Angerbauer

    1. Fachbereich Chemie der Universität, Postfach 7733, D-7750 Konstanz (Germany)
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  • This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. We thank BASF AG for supplying us with cyclooctatetraene.

Abstract

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The unsaturated sugar derivatives(1) and (2), R[DOUBLE BOND]Ac, are readily accessible via the indicated route. (1), R[DOUBLE BOND]Ac, is conveniently transformed by alcohols into the formerly difficultly obtainable α-glycosides so valuable for the synthesis of modified sugars and oligosaccharides.

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