Synthèse de divers types d'hétérocycles fonctionnels par décomposition de peroxydes insaturés: réactions compétitives

Decomposition of γ-unsaturated substituted peroxides in a good hydrogen donor solvent can lead to two diastereoisomeric oxetans. An intramolecular 1,5 hydrogen shift followed by a cyclization may compete with the homolytic intramolecular substitution following the first addition step. The factors governing this never-reported competition are determined. Keywords: unsaturated peroxides, oxetans, homolytic intramolecular substitution, intramolecular 1,5 hydrogen shift.