Ac ombination of nBu 4 NI and NaIO 4 promoted the intermoleculars tereo and regioselective bisfunctionalization of glycals in am etal-free, one-pot process. The oxidative iodocaboxylation, iodoamination,a nd iodoazidation of enol ether moieties by employing carboxylic or aromatic acids, and N-nucleophiles such as 1-H-benzotriazole or NaN 3 led to glycosyl carboxylates,g lycosyla mines, and glycosyl azides, respectively.T he protocol is operationally simple, employs readily available and environmental benign reagents, and was applicable for ad iverse range of substrates to obtain stereodivergent glycoconjugatesi ny ields up to 99 %w ith diastereomeric ratios up to 100 %.
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