m-Chloroperbenzoic acid oxidation of dioxins and dihydrodioxins
Abstract
The m-chloroperbenzoic acid (MCPBA) oxidation of dihydrodioxins affords, in high yield, ethylene glycol dibenzoates, via unstable epoxy diethers. These elusive intermediates have been characterized chemically and by 1H n.m.r. spectroscopy. In contrast, the MCPBA oxidation of 2,3,5,6-tetraphenyl-p-dioxin fails to give the corresponding (Z)-stilbenediol dibenzoate but yields instead benzil