8.4 Rearrangement to Electron Deficient Oxygen
8.4.1 Baeyer Villiger Reaction
Treatment of ketones with peroxyacid gives ester. The reaction is effective with acid or base and the mechanism is closely related to pinacol rearrangement: nucleophilic attack by the peroxyacid on the carbonyl group gives an intermediate that rearranges with the expulsion of the anion of the acid.
Mechanisms
Migratory Aptitude: 3° 2°> PhCH2> Ph > 1°> Me > H.
Examples:
