Synthesis of cyclitols fused with a furoxan ring from alditols by intramolecular nitrile oxide dimerization

Abstract

The synthesis of cyclitols fused with a furoxan ring has been achieved by conversion of an alditol to a bis(aldoxime) and further oxidation of the oxime groups with N-chlorosuccinimide to nitrile oxides, which spontaneously dimerize intramolecularly to form a furoxan ring.