ORGANIC CHEMISTRY (LL) W/ACCESS
ORGANIC CHEMISTRY (LL) W/ACCESS
4th Edition
ISBN: 9781119856122
Author: Klein
Publisher: WILEY
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Chapter 16, Problem 73IP
Interpretation Introduction

Interpretation:

A mechanism should be proposed for the given transformation.

Concept introduction:

  • Sigmatropic rearrangement reaction is a pericyclic reaction of polyenes (π-system), in which one σ-bond is formed and another σ-bond is broken and remaining π-bonds are shifting their positions. Thereby the transition state is cyclic. The mechanism of rearrangement is represented by using curved arrows.
  • Cope Rearrangement is a [3,3] sigamatropic rearrangement, in which the π-system having 6 carbons and double bonds are situated at both ends.
  • Claisen Rearrangement is a [3,3] sigamatropic rearrangement of allylic vinylic/arylic ethers, in which the ethers will rearranged to carbonyl compound.

To propose: a mechanism for the given transformation.

#assumes the Sigmatropic rearrangements are involved in the given transformation.

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