Compound I is a D-aldopentose that can be
oxidized by dilute nitric acid to an optically inactive aldaric
acid II. On Kiliani-Fischer synthesis (chain
extension), I is converted into
III and IV; III
can be oxidized to an optically active aldaric acid
V, but IV is oxidized to an
optically inactive aldaric acid VI.
Show the structures of I – VI (in
the Fischer projection formula).
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