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A lactam-derived vinyl boronate as a stable and crystalline reagent for the synthesis of 2-substituted piperidines by Pd-catalyzed coupling reactions
Authors:Alessandro Ferrali
Institution:Dipartimento di Chimica Organica `U. Schiff', Università di Firenze, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Italy
Abstract:A δ-valerolactam-derived vinyl triflate has been converted into the corresponding vinyl boronate by Pd-catalyzed coupling with bis(pinacolato)diboron, which results in an umpolung. This boronate efficiently couples under Pd catalysis with aryl and heteroaryl bromides to give the corresponding 2-substituted piperidines in excellent yields.
Keywords:Boronates  Lactams  Triflates  Palladium  Coupling  Piperidines
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