The possibility of intramolecular epoxidation in acyclic unsaturated ketones (via dioxiranes) and oxaziridines (via oxaziridinium species) has been investigated. Treatment of several acyclic unsaturated ketones with Oxone® led to low levels of regio-and stereocontrol, suggesting that background epoxidation by Oxone® dominates. However, treatment of unsaturated oxaziridines with methyl trifluoromethanesulfonate led to intramolecular ...
