Compound U is an aldopentose that can be oxidized to an optically inactive aldaric acid V. Upon Kiliani- Fischer reaction, compound U gives to epimeric aldohexoses, W and X. Both W and X give opically active aldaric acids, when oxidized. On Wohl degradation, compound U gives an aldotetrose Y, which upon oxidation gives an optically active aldaric acid (Z). When Y undergoes Wohl degradation, L- Glyceraldehyde is produced. What are structures U to Z? Show the reagents used for each step.
Compound U is an aldopentose that can be oxidized to an optically inactive aldaric acid V. Upon Kiliani- Fischer reaction, compound U gives to epimeric aldohexoses, W and X. Both W and X give opically active aldaric acids, when oxidized. On Wohl degradation, compound U gives an aldotetrose Y, which upon oxidation gives an optically active aldaric acid (Z). When Y undergoes Wohl degradation, L- Glyceraldehyde is produced. What are structures U to Z? Show the reagents used for each step.
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 79AP
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