Synthesis and acidic degradation of 3-deoxy-ketoaldonic acids
Abstract
The syntheses of 3-deoxy-D-threo-2-hexulosonic acid and 3-deoxy-D-arabino-2-heptulosonic acids are described. Upon treatment with acid. 6-, 7-, and 8-carbon 3-deoxy-ketoaldonic acids first yield enolic 1,4-lactones, which are further transformed into 5-(hydroxyalkyl)-2-furoic acids.