A lactam-derived vinyl boronate as a stable and crystalline reagent for the synthesis of 2-substituted piperidines by Pd-catalyzed coupling reactions |
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Authors: | Alessandro Ferrali |
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Institution: | Dipartimento di Chimica Organica `U. Schiff', Università di Firenze, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Italy |
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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. |
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Keywords: | Boronates Lactams Triflates Palladium Coupling Piperidines |
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