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Alkene 1,2-difunctionalization via Radical Alkenyl Migration.
Angewandte Chemie 2017 November 23
Transition metal-free radical α-perfluoroalkylation with accompanying vicinal β-alkenylation of unactivated alkenes is presented. These radical cascades proceed via 1,4 or 1,5-alkenyl migration by electron catalysis on readily accessed allylic alcohols. 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.
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