Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 20, Problem 57P
Interpretation Introduction

Interpretation:

The mechanism for the last step in the Kiliani-Fisher synthesis is to be drawn.

Concept Introduction:

In Kiliani-Fisher synthesis, hydrogen cyanide attacks the carbonyl group.  The carbonyl carbon is converted to an asymmetric center.  The CN bond is reduced to an imine which is partially deactivated by palladium catalyst to prevent the reduction of imine to an amine.  The two imines are hydrolyzed to two aldoses.

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Organic Chemistry (8th Edition)

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