tert-Butyl hydroperoxide mediated Wacker-type oxidations: taking advantage of hexafluoro-2-propanol for challenging substrates

Abstract

Wacker-type oxidation of alkene substrates containing heteroatoms, such as allylic ethers, is challenging. Herein we describe the use of a dicationic Pd(II) complex, with tert-butyl hydroperoxide (TBHP) as the oxidant and how hexafluoro-2-propanol (HFIP) can improve performance. A series of substituted O-allylphenols and more complex derivatives were studied.