Popis: |
1,2-O-Isopropylidenealdohexofuranoses are oxidized by silver carbonate-Celite in boiling methanol to methyl 1,2-O-isopropylidenepentofuranuronates. 1,2-O-Isopropylidenepentodialdo-1,4-furanoses are intermediates, and various amounts of esters of 1,2-O-isopropylidenehexofuranuronic acids are formed as side products. The site of initial oxidation depends on the configuration of the 1,2-O-isopropylidenehexose. The results are discussed on the basis of adsorption involving HO-3, HO-5, and HO-6 prior to oxidation. |