Halonium ion-mediated reaction of unsaturated hydroperoxy acetals. Competition between the formation of cyclic peroxides and the migration of the methoxy (or hydroxy) group.

摘要: Monoozonolyses of dienes 2 in methanol gave each case the corresponding unsaturated α-methoxy hydroperoxides 3. Capture 2-alkyl-substituted cyclohexanone oxides by was highly diastereoselective, thereby providing exclusively derived from attack less hindered face carbonyl oxide intermediates. Halonium ion-mediated reactions 3 novel methoxy- or hydroxy-migrated products, together with expected halogen-substituted 1,2-dioxanes and/or 1,2-dioxepanes, composition product mixture being a function halogenating agent utilized and structure