A revisited and improved synthesis of an optically active azido-carbanucleoside is reported. This azido precursor is used in the successful and versatile synthesis of enantiomerically pure D-(-)-1,4-disubstituted 1,2,3-triazolo-carbanucleosides via copper(I)-catalyzed and microwave-assisted Huisgen 1,3-dipolar cycloaddition.