Access to Isoxazolidines through Visible-Light-Induced Difunctionalization of Alkenes

An access to isoxazolidines
featuring visible-light induced aerobic
difunctionalization of alkenes is reported. α-Amino radicals
generated via oxidative decarboxylation of N-aryl
glycines are added to alkenes and the resulting radical intermediates
are trapped by superoxides. The peroxides undergo swift intramolecular
amine oxidation to provide the valuable isoxazolidines. Alkenes with
varied functionalization can be applied. The isoxazolidine ring can
be readily opened via reduction by zinc in acetic acid to afford γ-lactams
in high yield.