Radical-coupling products derived from ammonium ylides. Competing [1,2], [1,3], and [1,4] anionic rearrangements
Abstract
The thermal rearrangements of the ammonium ylides (1) give products formally derived from competing [1,2], [1,3], and [1,4] rearrangements; the intramolecularities of these processes are compatible with a radical pair mechanism involving initial homolysis of the ylide (1) followed by three possible modes of radical pair recombination (Scheme).