Cycloperoxyhalogenation: an effective route to 1,2-dioxolanes
Abstract
Alk-3-enyl hydroperoxides react with N-iodosuccinimide or N-bromosuccinimide to give iodo- or bromo-alkyl 1,2-dioxolanes with no (iodides) or partial (bromides) stereospecificity; stereospecific cyclization is achieved by using molecular halogen plus pyridine.