Ketoses show positive Fehlings and Tollenss tests not only by oxidation to -dicarbonyl compounds, but through a
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Ketoses show positive Fehling’s and Tollens’s tests not only by oxidation to α-dicarbonyl compounds, but through a second process: Ketoses isomerize to aldoses in the presence of base. The aldose then undergoes oxidation by the Fehling’s or Tollens’s solution. Using any ketose in Figure 24-2, propose a base-catalyzed mechanistic pathway to the corresponding aldose.
Figure 24-2
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Organic Chemistry structure and function
ISBN: 978-1429204941
6th edition
Authors: K. Peter C. Vollhardt, Neil E. Schore
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