Abstract
| - The work described deals with the isolation and characterization of epoxides from 6-deoxyhex-5-enopyranosides and preliminary exploration of their synthetic potential. Prolonged epoxidationreaction times led to their hydrolysis in situ and gave novel protected d-hexos-5-ulose derivatives(sugar 1,5-dicarbonyls). Some reactions of the hexos-5-uloses were studied, and in some casesseptanoside (seven-membered-ring saccharide) derivatives were isolated. Novel routes to d-xylo-hexos-5-ulose and d-lyxo-hexos-5-ulose, of interest as intermediates in the synthesis and biosynthesisof inositols and aza sugars, are also described. The structures of the epoxides and novel hexos-5-uloses were established by NMR and X-ray crystallographic methods.
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