Two L-Aldohexoses, a and B, Are Subjected to Oxidation with Sodium

question 26

Essay

Two L-aldohexoses, A and B, are subjected to oxidation with sodium nitrite and nitric acid.A
gives an optically active aldaric acid, while B gives an optically inactive aldaric acid.When A and
B are reduced with sodium borohydride, A produces an optically active alditol, and B produces an
optically inactive alditol.Ruff degradation of either A or B gives the same compound.What are
the structures of A and B?

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