New insight on 2-naphthylmethyl (NAP) ether as a protecting group in carbohydrate synthesis: a divergent approach towards a high-mannose type oligosaccharide library

A new method for selective cleavage of 2-naphthylmethyl (NAP) ether utilizing 10-20 molar excess of HF/pyridine in toluene was revealed and strategically applied to a divergent approach towards generation of a high-mannose type oligosaccharide library.