Alkene 1,2-Difunctionalization by Radical Alkenyl Migration.

ABSTRACT: Transition-metal-free radical α-perfluoroalkylation with the accompanying vicinal β-alkenylation of unactivated alkenes is presented. These radical cascades proceed by means of 1,4- or 1,5-alkenyl migration by electron catalysis on readily accessed allylic alcohols. The reactions comprise a regioselective perfluoroalkyl radical addition with subsequent alkenyl migration and concomitant deprotonation to generate a ketyl radical anion that sustains the chain as a single-electron-transfer reducing reagent.

SUBMITTER: Tang X 

PROVIDER: S-EPMC5838557 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature