Claisen Rearrangement

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Claisen rearrangement

[′klā·sən ‚rē·ə′rānj·mənt]
(organic chemistry)
A thermally induced sigmatrophic shift in which an allyl phenyl ether is rearranged to yield an ortho-allylphenol.

Claisen Rearrangement


the migration of an allyl or substituted allyl group in allyl ethers of phenols (1) or enols (2) with the formation, respectively, of ortho-allyl phenols or C-allyl derivatives of keto-enols:

The Claisen rearrangement is widely used in organic synthesis, in particular for the synthesis of natural compounds.

The rearrangement was discovered by the German chemist L. Claisen in 1912.


Organicheskie reaktsii, collection 2. Moscow, 1950. Pages 1–60. (Translated from English.)
References in periodicals archive ?
The first comprehensive coverage of all facets of the Claisen rearrangement and its variants.
Chiral Metal Complex-Catalyzed Aliphatic Claisen Rearrangement
Simple Enolate and Chelate Enolate Claisen Rearrangement