ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
6th Edition
ISBN: 9781319306977
Author: LOUDON
Publisher: INTER MAC
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Chapter 28, Problem 28.21P
Interpretation Introduction

Interpretation:

The transition state for [3, 3] sigma tropic reaction is to be analyzed as the interaction of two allylic radicals, and that the same stereochemical outcome is to be predicted.

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. In some cases, Lewis acid catalysts can also be applied. Though, the position of π-bond is changed in Sigmatropic reaction, the total number of π-bonds remain unchanged. The sigma bond can be cleaved at the middle or at the end of the π-system. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement.

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