Palladium‐Catalyzed Asymmetric Benzylic Alkylation of Active Methylene Compounds with α‐Naphthylbenzyl Carbonates and Pivalates |
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Authors: | Sho Tabuchi Prof. Dr. Koji Hirano Prof. Dr. Masahiro Miura |
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Affiliation: | Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan |
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Abstract: | A Pd/(R)‐H8‐BINAP‐catalyzed asymmetric benzylic alkylation of active methylene compounds has been developed. The reaction proceeds without the use of an external base, and the starting racemic diarylmethyl carbonates are converted into the optically active coupling products which contain the benzylic chiral stereocenter by a dynamic kinetic asymmetric transformation (DYKAT). Additionally, with suitable carbonates bases, the same palladium catalysis allows the corresponding pivalates to be adopted in the same DYKAT process. |
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Keywords: | asymmetric catalysis kinetic resolution ligand effects palladium synthetic methods |
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