28. Carbohydrates
Monosaccharides - Aldose-Ketose Rearrangement
8:11 minutes
Problem 23-19b
Textbook Question
Textbook QuestionExcept for the Tollens test, basic aqueous conditions are generally avoided with sugars because they lead to fast isomerizations.
(b) Propose a mechanism for the isomerization of a ketose to an aldose, via the enediol intermediate, shown immediately above. Note that the enediol has two ¬OH protons, and removing one or the other gives two different enolate ions.
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