79307-45-2Relevant academic research and scientific papers
Radical-induced Ring Opening of Epoxides. A Convenient Alternative to the Wharton Rearrangement
Barton, Derek H. R.,Motherwell, Robyn S. Hay,Motherwell, William B.
, p. 2363 - 2367 (1981)
Tri-n-butyltin hydride reduction of an αβ-epoxy-O-thiocarbonylimidazolide derivative of an alcohol leads via oxiran ring-opening to the formation of an allylic alkoxyl radical.By a suitable choice of experimental conditions, this radical can either be quenched by hydrogen-atom transfer from the stannane or allowed to undergo further rearrangement.
