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Pd‐Catalyzed Enantioselective Ring Opening/Cross‐Coupling and Cyclopropanation of Cyclobutanones
Authors:Jian Cao  Ling Chen  Feng‐Na Sun  Yu‐Li Sun  Ke‐Zhi Jiang  Ke‐Fang Yang  Zheng Xu  Li‐Wen Xu
Abstract:A palladium‐catalyzed enantioselective sequential ring‐opening/cross‐coupling of cyclobutanones is disclosed that provides chiral indanones bearing C3‐quaternary stereocenters. The reaction process involves palladium‐catalyzed nucleophilic addition of cyclobutanones and aryl halides, enantioselective β‐carbon elimination, and intermolecular trapping of a transient σ‐alkylpalladium complex with boronic acids. Alternatively, an intramolecular cyclopropanation is realized through C?H bond functionalization in the absence of external coupling reagents, affording chiral cyclopropane‐fused‐indanones in good yields and enantioselectivity.
Keywords:Asymmetrische Katalyse  C-C-Aktivierung  Cyclobutanon  Palladium  Quartä  re Stereozentren
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