The mechanism of alkyl radical loss from ionised pentenyl methyl and hexenyl methyl ethers: the importance of a 1,2-hydrogen shift to the radical site of a distonic ion

Abstract

The crucial step in alkyl radical loss from various ionised pentenyl and hexenyl methyl ethers is shown, by collision-induced dissociation experiments to involve a 1,2-H shift at the radical site of distonic ion, followed by γ-cleavage of the resultant ionised enol ether.