[structure: see text] An expedient, high-yielding synthesis of two types of triazole-linked glycopeptides is described. These novel and stable glycopeptide mimics were prepared via Cu(I)-catalyzed [3 + 2] cycloaddition of either azide-functionalized glycosides and acetylenic amino acids or acetylenic glycosides and azide-containing amino acids.

Expedient Synthesis of Triazole-Linked Glycosyl Amino Acids and Peptides. -A straightforward and high-yielding method for the synthesis of a novel class of glycopeptides is developed. Both αand β-triazole-linked glycopeptides are efficiently prepared using a variety of suitably functionalized (oligo)saccharides and (oligo)peptides. The method consists of Cu(I)-catalyzed [3 + 2] cycloaddition of either azide-functionalized glycosides and acetylenic amino acids or acetylenic glycosides and azide-containing amino acids. -(KUIJPERS, B. H. M.; GROOTHUYS, S.; KEEREWEER, A. R.; QUAEDFLIEG, P. J. L. M.; BLAAUW, R. H.; VAN DELFT, F. L.; RUTJES, F. P. J. T.; Org. Lett. 6 (2004) 18, 3123-3126; Dep. Org. Chem., Univ. Nijmegen, NL-6525 ED Nijmegen, Neth.; Eng.) -Steudel 52-170