Abstract The mechanism of a novel reaction type, the “furan endwise peeling” reaction, has been studied. Making extensive use of experiments on model compounds, the structural prerequisites to the reaction were found to be a 2-hydroxpyran β-glycosidically linked to a 2- (2-furyl) ethyl moiety. Proceeding from the reducing end of the celluloses, the reaction causes the one-by-one loss of anhydroglucose units (AGUs) which are concomitantly ...