Role of the methoxy group in product formation via TiCl 4 promoted 4-phenyldioxolane isomerizations

Abstract

The product distribution obtained from the TiCl 4 initiated intramolecular isomerizations of 4-methoxyphenyl-and trimethoxyphenyldioxolanes at -78 °C, -30 °C and 0 °C provided insights into the important regiochemical role played by these groups in such Mukaiyama-type rearrangements through their resonance effects on the aryl ring of the dioxolanes. © ARKAT USA, Inc.