Palladium-Catalyzed Insertion of α-Diazoesters into Vinyl Halides To Generate α,β-Unsaturated γ-Amino Esters†
Romas Kudirka
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorSean K. J. Devine
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorChristopher S. Adams
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorDavid L. Van Vranken Prof.
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorRomas Kudirka
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorSean K. J. Devine
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorChristopher S. Adams
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorDavid L. Van Vranken Prof.
Department of Chemistry, University of California at Irvine, 1102 Natural Sciences 2, Irvine, CA 92697-2025 (USA), Fax: (+1) 949-824-8571
Search for more papers by this authorThis work was supported by the ACS PRF 42780-AC1.
Abstract
So einfach wie auf drei zu zählen: Eine Palladium-katalysierte Dreikomponentenkupplung erzeugt in einem Schritt α,β-ungesättigte γ-Aminosäuren (siehe Schema). Die Reaktion umfasst vermutlich die Wanderung eines Vinylsubstituenten zu einem hoch elektrophilen Palladiumcarben. Anders als herkömmliche Verfahren bietet diese Synthese Zugang zu γ-Aminosäuren mit nichtnatürlichen Seitenketten.
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