Novel lactonization with phenonium ion participation induced by hypervalent iodine reagents.
[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.
Boye
Amanda C
AC
Chemistry Department, Albion College, Albion, Michigan 49224, Department of Chemistry, University of Basel, 4056 Basel, Switzerland.
Meyer
Dominik
D
Ingison
Crystal K
CK
French
Andrew N
AN
Wirth
Thomas
T