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Single‐Flask Multicomponent Palladium‐Catalyzed α,γ‐Coupling of Ketone Enolates: Facile Preparation of Complex Carbon Scaffolds
Authors:Michael Grigalunas  Prof. Dr. Per‐Ola Norrby  Prof. Dr. Olaf Wiest  Prof. Dr. Paul Helquist
Affiliation:1. Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556 (USA);2. Pharmaceutical Development, Global Medicines Development, AstraZeneca, 43183 M?lndal (Sweden);3. Lab of Computational Chemistry and Drug Design, School of Chemical Biology and Biotechnology, Peking University, Shenzhen Graduate School, Shenzhen 518055 (China)
Abstract:A three‐component palladium‐catalyzed reaction sequence has been developed in which γ‐substituted α,β‐unsaturated products are obtained in a single flask by an α‐alkenylation with either a subsequent γ‐alkenylation or γ‐arylation of a ketone enolate. Coupling of a variety of electronically and structurally different components was achieved in the presence of a Pd/Q‐Phos catalyst (2 mol %), usually at 22 °C with yields of up to 85 %. Most importantly, access to these products is obtained in one simple operation in place of employing multiple reactions.
Keywords:cross‐coupling  ketones  multicomponent reactions  palladium  synthetic methods
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