Abstract
Abstract Methyl 2,3-O-isopropylidene-5,6-O-sulfuryl-α- d -mannofuranoside 1 reacted with nitrogen bases to give the corresponding aminosulfates. Strong bases such as sodium tert-butoxide or n-butyllithium afforded methyl 6-deoxy-2,3-O-isopropylidene-α- d -lyxo-hexofuranos-5-uloside 7. The reaction was optimized with sodium tert-butoxide and applied to three other 5,6-cyclic sulfates derived from aldofuranosides to give the corresponding keto-aldoses in good yields.
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