Synthesis of 1,2- O-cyanoethylidene derivatives of alkyl glycopyranuronates by oxidation of the 6-trityl ethers of their hexose analogues

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The synthesis of 1,2- O-cyanoethylidene derivatives (CED) of alkyl glycopyranuronates with the d-Glc, d-Gal, and d-Man configurations is described by oxidation of the 3,4-di- O-acetyl-6- O-trityl-CED-hexose analogues with the Jones reagent [chromium(VI) oxide-sulfuric acid]. The isopropylidenation of hydroxyl-containing triphenylmethyl ethers is demonstrated.