Novel lactonization with phenonium ion participation induced by hypervalent iodine reagents

Org Lett. 2003 Jun 12;5(12):2157-9. doi: 10.1021/ol034616f.

Abstract

[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.