CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 25, Problem 25P
Interpretation Introduction

Interpretation: The stepwise mechanism for the conversion of β,γ- unsaturated steroidal ketones to their α,β- unsaturated isomers has to be proposed.

Concept introduction:

Ketones contain carbonyl (C=O) functional group in their parent chain.

In the acid-catalyzed rearrangement and addition to β,γ- unsaturated steroidal ketones, the double bond or the carbonyl group is placed in a strained environment and results in the formation of their α,β- unsaturated isomers.

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