Organic Chemistry (8th Edition)

by Wade Jr., L. G.

Published by Pearson

ISBN 10: 0321768418

ISBN 13: 978-0-32176-841-4

Chapter 23 - Carbohydrates and Nucleic Acids - Problems - Page 1116: Problem 23-17

Answer

The mechanism for the base-catalyzed epimerization of fructose is shown in the attached image below.

Work Step by Step

The planar enolate can be protonated from either side and therefore two products are formed.

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