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.

REFERENCE

Organicheskie reaktsii, collection 2. Moscow, 1950. Pages 1–60. (Translated from English.)
References in periodicals archive ?
His major topics of interest are olefin synthesis, aza Claisen rearrangements, radical cyclizations, medium-sized rings, total synthesis of natural and pharmaceutically important products, alkaloids, eicosanoids, steroids, and amino acids.