A convenient preparative route is described for 3-deoxyaldulosonic acids. Glycal precursors are oxidatively converted into 2-deoxyaldonolactones, which react with 1,3-dithian-2-yl anion to afford 1,3-propanediyl dithioacetals of higher 3-deoxyaldosuloses. Deprotection with mercuric salts in wet or dry alcohols gave high yields of the corresponding alkyl aldulosonates. Preparative reaction conditions
描述了用于3-脱氧醛酸的方便的制备途径。
甘醇前体被氧化转化为2-脱氧醛内酯,其与1,3-二
硫-2-基阴离子反应,得到高级3-脱氧醛糖醛的1,3-丙二基二
硫缩醛。在湿的或干的醇中用
汞盐进行脱保护得到了相应的烷基醛酸烷基酯的高产率。优化了制备反应条件,并通过13 C NMR建立了酮
吡喃糖产物的端基构型。