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Chemistry

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Organic Chemistry

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Dienes, Conjugated Pi Systems, and Pericyclic Reactions

Claisen Rearrangement Products and Mechanism

Description

The Claisen rearrangement is a [3,3] sigmatropic rearrangement that turns allyl vinyl ethers into unsaturated carbonyl compounds. It is a concerted pericyclic reaction, which means the bonds change in one linked step. The reaction also proceeds through a chair-like transition state.

An aromatic C...

Transcript

The Claisen rearrangement is an oxy-variant of the Cope reaction in which one of the saturated carbons of a 1,5-diene is replaced by an oxygen atom.

A simple example is the thermal isomerization of allyl vinyl ethers to γ,δ-unsaturated carbonyl compounds.

The equilibrium strongly favors the product since the rearrangement yields a ...

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