Synthesis of a library of glucal-derived triazoles via copper-catalyzed azide-alkyne cyclization

Abstract A library of glucal-derived triazoles have been synthesized using the copper-catalyzed azide-alkyne cyclization reaction starting from 3,4,6-tri- O -acetyl- d -glucal. Different trimethylsilyl substituted alkyne derivatives of glucal were first synthesized from 3,4,6-tri- O -acetyl- d -glucal, using Sonogashira coupling, hydrostannation and iodination steps. These glucal-based trimethylsilyl-protected alkynes were then used in the copper-catalyzed cyclization reactions with different organic azides to synthesize the corresponding triazole derivatives of d -glucal.