Abstract

Reactions of 1-ethoxyvinyllithium with isopropylidene or benzyl protected sugar lactones afforded the corresponding hemiacetals which, on ozonolysis, gave the ethyl 2-ulosonates. This allowed a rapid and efficient synthesis of 3-deoxy-d- manno -oct-2-ulosonic acid (KDO). Ethyl 2-ulsonates were obtained from the reactions of 1-ethoxyvinyllithium with sugar lactones and subsequent ozonolysis of the resulting hemiacetals.

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