Unsaturated carbohydrates. Part 28. Observations on the conversion of 6-deoxyhex-5-enopyranosyl compounds into 2-deoxyinosose derivatives

Abstract

Mercury-containing intermediates have been isolated from the reaction of 6-deoxyhex-5-enopyranosyl compounds with mercury(II) salts in aqueous acetone. They react to give 2-deoxyinosose derivatives on further exposure to the conditions of their formation or, after isolation, by treatment with hydrogen sulphide. Mercury(II) acetate is more efficient than the previously used mercury(II) chloride for this carbohydrate-into-deoxyinosose conversion.