🥼organic chemistry review

Claisen rearrangement

Written by the Fiveable Content Team • Last updated August 2025
Written by the Fiveable Content Team • Last updated August 2025

Definition

The Claisen rearrangement is a chemical reaction where an allyl vinyl ether is transformed into a γ,δ-unsaturated carbonyl compound through a [3,3]-sigmatropic shift. This reaction involves the movement of sigma bonds and the reorganization of electrons without the formation of free intermediates.

AP course connection

Topic 30.8: 30.8 Some Examples of Sigmatropic Rearrangements

Unit 30

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