Free-radical functionalisation of vinylcyclopropanes

Free-radical mediated cyclopropane ring opening of 2-silylbicyclo[3.1.0]hexane has been carried out leading to the corresponding trisubstituted cyclopentenes and in good yield with complete 1,2-stereocontrol. [3+2]-Annulation has also been performed by trapping the resulting radical with electron-rich and electron-poor olefins, leading to the corresponding polycyclic compounds. Further studies on the functionalisation of dihydropyridines and pyrroles using this methodology is also described.