Aldohexoses A and B both undergo Ruff degradation to give aldopentose C. On treatment with warm nitric acid, aldopentose C gives an optically active aldaric acid. B alsoreacts with warm nitric acid to give an optically active aldaric acid, but A reacts to givean optically inactive aldaric acid. Aldopentose C is degraded to aldotetrose D, whichgives optically active tartaric acid when it is treated with nitric acid. Aldotetrose D isdegraded to (+)@glyceraldehyde. Deduce the structures of sugars A, B, C, and D, and useFigure 23-3 to determine the correct names of these sugars.

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Aldohexoses A and B both undergo Ruff degradation to give aldopentose C. On treatment with warm nitric acid, aldopentose C gives an optically active aldaric acid. B also
reacts with warm nitric acid to give an optically active aldaric acid, but A reacts to give
an optically inactive aldaric acid. Aldopentose C is degraded to aldotetrose D, which
gives optically active tartaric acid when it is treated with nitric acid. Aldotetrose D is
degraded to (+)@glyceraldehyde. Deduce the structures of sugars A, B, C, and D, and use
Figure 23-3 to determine the correct names of these sugars.

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