An aldopentose A can be oxidized with dilute HNO 3 to an optically active aldaric acid. A

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An aldopentose A can be oxidized with dilute HNO3 to an optically active aldaric acid. A Kiliani–Fischer synthesis starting with A gives two new aldoses: B and C. Aldose B can be oxidized to an achiral, and therefore optically inactive, aldaric acid, but aldose C is oxidized to an optically active aldaric acid. Assuming the d configuration, give the structures of A, B, and C.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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