Oxidation of partially protected carbohydrates at the nickel hydroxide electrode

Article abstract of DOI:10.1016/S0040-4020(01)87061-7

Primary hydroxy groups in pyranoses are oxidized in excellent yields to the corresponding carboxylic acids. In furanose 3 the yield of acid is only moderate. Secondary hydroxy groups are inert, aside from lactols. The different reactivity of secondary and primary hydroxy groups allows the chemoselective oxidation of 8 and 10.