Oxidation of carbohydrates with chromium trioxide in acetic acid. II. Acetals. A new synthesis of ketoses

Abstract

Oxidation of fully acylated methylene and benzylidene acetals of alditols with chromium trioxide in acetic acid yields fully acylated ketoses in their keto form. Derivatives of hex-3-uloses have been prepared by this method. Syntheses of 3,4-O-methylene-D-mannitol and 3,4-O-methylene-D-glucitol are described.