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Azide–Alkyne 1,3-Dipolar Cycloadditions: a Valuable Tool in Carbohydrate Chemistry

Part of the Topics in Heterocyclic Chemistry book series (TOPICS,volume 7)

Abstract

Recent applications of the 1,3-dipolar cycloaddition reaction of azides and alkynes in carbohydrate chemistry are summarized in the present review. The efficient catalyzed version of this reaction, also referred to as one of the so-called click chemistry reactions, has joined in a short period of time a select group of the most efficient and useful organic reactions. In particular, its application in the carbohydrate field has shown its value as a synthetic tool allowing the preparation of a wide range of carbohydrate-containing molecular constructs such as glycopeptides, glycoaminoacids, glycoclusters, glycodendrimers, glycopolymers, glycosylated biomolecules, and immobilization of carbohydrates onto solid surfaces (glycoarrays) as the most representative examples. In the majority of cases, the formed 1,2,3-triazole heterocycle plays the role of a linking tether between the coupling partners.

  • 1,3-Dipolar cycloadditions
  • Alkynes
  • Azides
  • Click chemistry
  • Carbohydrates

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Correspondence to Francisco Santoyo-González .

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Santoyo-González, F., Hernández-Mateo, F. (2007). Azide–Alkyne 1,3-Dipolar Cycloadditions: a Valuable Tool in Carbohydrate Chemistry. In: El Ashry, E.S.H. (eds) Heterocycles from Carbohydrate Precursors. Topics in Heterocyclic Chemistry, vol 7. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_2007_050

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