Organic Letters · 2020 · 75 citations · 69 references
Chemical EngineeringCross-coupling ReactionEngineeringAlkene MetathesisBenzyl ChloridesArylbenzylation ReactionOrganic ChemistryOrganometallic CatalysisCatalysisCoupling PartnerChemistryAsymmetric CatalysisUnactivated Alkenes
Herein, we report a nickel-catalyzed asymmetric two-component reductive dicarbofunctionalization of aryl iodide-tethered unactivated alkenes using benzyl chlorides as the challenging coupling partner. This arylbenzylation reaction enables the efficient synthesis of diverse benzene-fused cyclic compounds bearing a quaternary stereocenter with a high tolerance of sensitive functionalities in highly enantioselective manner. The preliminary mechanistic investigations suggest a radical chain reaction mechanism.
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