Novel glycosylation of the nitroxyl radicals with peracetylated glycosyl fluorides using a combination of BF3·OEt2 and an amine base as promoters Original Research Article

Glycosylation of the nitroxyl radicals, 4-acetoxy-2,2,6,6-tetramethylpiperidin-1-oxyl (4-acetoxy-TEMPO) and 3-carbamoyl-2,2,5,5-tetramethylpyrollin-1-oxyl (3-carbamoyl-PROXYL) with peracetylglycosyl fluoride as the glycosyl donor, in the presence of boron trifluoride diethyl etherate (BF3·OEt2) and an amine base afforded the corresponding hydroxylamine-O-glycosides in 25–100% yields.