An Unusual Transannular Rearrangement of a [2.2]Paracyclophane Derivative to Yield the First [6.2.2]Cyclophane

Abstract

A unique transannular interaction in the [2.2]paracyclophane series that involves the disruption of an oxazoline on one of the aromatic rings by a ψ-geminal carboxyl group on the adjacent ring is described. The result is the linking of the two benzene rings by the formation of a new interannular ring containing an ester and a secondary amide linkage leading to the first [6.2.2]cyclophane.