Some Naturally Occurring Compounds Derived from Carbohydrates

Some Naturally Occurring Compounds Derived from Carbohydrates 1043... 

SOME NATURALLY OCCURRING COMPOUNDS DERIVED FROM CARBOHYDRATES... 

All previously described approaches to 3-deoxy-2-ulosonic acids started from advanced carbohydrate precursors, and thus they are not easily applicable to the synthesis of structurally diverse analogues. This concerns chemical syntheses relying on sugar-derived stereocenters and enzymatic ones, providing only very limited access to some naturally occurring compounds. In contrast, de novo syntheses starting from simple, achiral compounds offer much more flexible alternative approaches to synthesis of unnatural ulosonic acid analogues. 

The term carbohydrate diacids as used in this report represents that class of compoimds know as aldaric acids, i.e., simple diacids derived from oxidation of the terminal carbons of aldoses. As a class of compounds aldaric acids have been known for more than a century and some of these diacids played an important role in Emil Fischer s assignment of the relative configurations of naturally occurring D-aldoses (1). Surprisingly, these molecules have seen very little chemical application over the past century but their time may have arrived to be considered as valuable and versatile synthons for preparation of specialty chemicals and polyamides. The material in this report presents an overview of... 

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