Abstract
Methyl arabino-hexopyranosid-2-uloses rearranged, in pyridine, into arabino-hexopyranosid-3-uloses through an intramolecular hydride shift. The product further isomerized, through enolization, to the most stable ribo-hexopyranosid-3-uloses, which, on prolonged standing in the same solvent, gradually liberated methanol giving rise to dioxo derivatives. The last change was particularly evident for 3-oxoglycosides carrying a 4-axial hydroxyl group.
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