Solid-phase synthesis of biaryl cyclic peptides by borylation and microwave-assisted intramolecular Suzuki-Miyaura reaction |
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Authors: | Ana AfonsoLidia Feliu Marta Planas |
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Institution: | Laboratori d’Innovació en Processos i Productes de Síntesi Orgànica (LIPPSO), Departament de Química, Universitat de Girona, Campus Montilivi, 17071 Girona, Spain |
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Abstract: | Miyaura borylation and Suzuki-Miyaura cross-coupling have been combined to set up an efficient strategy for the solid-phase synthesis of biaryl cyclic peptides. The Miyaura borylation was the key step in obtaining the linear peptidyl resin precursor containing both the boronate and the halogenated derivative of an aromatic amino acid. The Suzuki-Miyaura macrocyclization was performed under microwave irradiation leading to biaryl cyclic peptides of different ring sizes. |
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Keywords: | Cross coupling Cyclization Boronopeptides Arylation |
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