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Hexafluoroacetone as Protecting and Activating Reagent. A New Approach to N-Glycosides

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Summary.

N-Glycosides of Asn and homologues have been synthesized starting from hexafluoroacetone-protected ω-activated Asp, Glu, and Aad derivatives and glycosylamines. The synthetic value of the new building blocks was demonstrated by the concise incorporation of N-glycosylated Asn, Gln, and Aad ω-amides into glycopeptides.

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Authors and Affiliations

  1. Department of Organic Chemistry, University of Leipzig, D-04103, Leipzig, Germany

    Christoph Böttcher, Jan Spengler & Klaus Burger

  2. Chemistry Department, Faculty of Science, Benha University, Benha, Egypt

    Samy A. Essawy

Authors
  1. Christoph Böttcher
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  2. Jan Spengler
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  3. Samy A. Essawy
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  4. Klaus Burger
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Corresponding author

Correspondence to Klaus Burger.

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Böttcher, C., Spengler, J., Essawy, S. et al. Hexafluoroacetone as Protecting and Activating Reagent. A New Approach to N-Glycosides. Monatshefte für Chemie 135, 853–863 (2004). https://doi.org/10.1007/s00706-003-0145-7

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  • DOI: https://doi.org/10.1007/s00706-003-0145-7

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