Novel lactonization with phenonium ion participation induced by hypervalent iodine reagents.

Org Lett

Chemistry Department, Albion College, Albion, Michigan 49224, Department of Chemistry, University of Basel, 4056 Basel, Switzerland.

Published: June 2003

[reaction: see text] A novel lactonization of 4-aryl-4-pentenoic acids is described using aryl-lambda(3)-iodanes as reagents for this transformation. The hypervalent iodine species acts as a hypernucleofuge, generating intermediate phenonium ions, which react to aryl-migrated lactones.

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Source
http://dx.doi.org/10.1021/ol034616fDOI Listing

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