Synthesis of Highly Functionalized Fluorinated Cispentacin Derivatives

Authors

  • Melinda Nonn,

    1. Institute of Pharmaceutical Chemistry, University of Szeged, HU-6720, Eötvös 6
    2. Stereochemistry Research Group of the Hungarian Academy of Sciences, University of Szeged, HU-6720 Szeged, Eötvös 6
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  • Loránd Kiss,

    1. Institute of Pharmaceutical Chemistry, University of Szeged, HU-6720, Eötvös 6
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  • Mikko M. Hänninen,

    1. Department of Chemistry, University of Jyväskylä, FI-40014, Jyväskylä
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  • Reijo Sillanpää,

    1. Department of Chemistry, University of Jyväskylä, FI-40014, Jyväskylä
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  • Ferenc Fülöp

    Corresponding author
    1. Institute of Pharmaceutical Chemistry, University of Szeged, HU-6720, Eötvös 6
    2. Stereochemistry Research Group of the Hungarian Academy of Sciences, University of Szeged, HU-6720 Szeged, Eötvös 6
    • Stereochemistry Research Group of the Hungarian Academy of Sciences, University of Szeged, HU-6720 Szeged, Eötvös 6
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Abstract

Fluorinated highly functionalized cispentacin derivatives were synthetised starting from an unsaturated bicyclic β-lactam through C[DOUBLE BOND]C bond functionalization via the dipolar cycloaddition of a nitrile oxide, isoxazoline opening, and fluorination by OH/F exchange.

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