Palladium-Catalyzed Alkoxyamination of Alkenes with Use of<i>N</i>-Fluorobenzenesulfonimide as Oxidant

Abstract

A Pd-catalyzed alkoxyamination of protected aminoalkenes promoted by N-fluorobenzenesulfonimide is described. This mild transformation allows the direct formation of ethers from carbon-carbon double bonds. An unusual switch from exo to endo selectivity in polar solvents was discovered, allowing the selective formation of either regioisomer by careful choice of reaction conditions.