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.
McGraw-Hill Dictionary of Scientific & Technical Terms, 6E, Copyright © 2003 by The McGraw-Hill Companies, Inc.
The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

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.)
The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.