Chapter 21.5, Problem 9P

Interpretation Introduction

Interpretation:

The enediol rearrangement of the carbonyl carbon of fructose from $\text{C-2}$ to $\text{C-3}$ has to be illustrated.

Concept Introduction:

In the enediol rearrangement of a monosaccharide, the base removes the proton from the carbon resulting in the formation of enolate ion.  After the deprotonation, enediol is formed resulting in the formation of aldohexose and ketohexose by the base-catalyzed conversion.