Acetalation studies. Part IX^Φ. Reaction of sucrose and some related sugars with acetone in the presence of iodine; a novel cleavage‐isopropylidenation method^ψ

Abstract

Abstract An efficient cleavage‐isopropylidenation reaction of sucrose, catalyzed by iodine, is described. Related D‐fructofuranosyl‐containing oligosaccharides, some common disaccharides and their individual monosaccharide units were treated in a similar manner to yield isopropylidenated monosaccharide derivatives. The reaction conditions are particularly mild and selective. Some mechanistic aspects of the procedure are also discussed.