ABSTRACT
Based on these results and results for reduction of other combinations of ally! halides and activated alkenes, it has been suggested that when the ally! halide is more easily reduced than the alkene, the allylic anion (2-F reduction) adds to the activated double bond of the alkene, giving predominantly the terminal alkene [Eq. (32)]. In contrast, initial formation of the radical anion of the (di)activated alkene may lead to an SN2 reaction between the radical anion and the ally! halide followed by further reduction of the intermediate radical and final protonation [Eq. (33 )] [190,191]. However, electron transfer between the alkenc radical anion and especially ally! iodide followed by coupling of the ally! radical and a radical anion cannot be ruled out.
