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Construction of Fluorinated Amino Acid Derivatives via Cobalt-Catalyzed Oxidative Difunctionalization of Cyclic Ethers.

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Via difunctionalization of the α- and β-sites of cyclic ethers, we herein demonstrate a new synthetic method for the efficient construction of novel fluorinated γ-amino acid esters by employing a… Click to show full abstract

Via difunctionalization of the α- and β-sites of cyclic ethers, we herein demonstrate a new synthetic method for the efficient construction of novel fluorinated γ-amino acid esters by employing a CoBr2/m-CPBA catalyst system. Several cyclic ethers were transformed in combination with a vast range of amines and ethyl trifluoropyruvate into the desired products under mild conditions, making this method a practical platform to enrich the library of fluorinated amino acid derivatives from cost-effective and readily available feedstocks.

Keywords: cyclic ethers; difunctionalization; amino acid; construction; fluorinated amino; acid derivatives

Journal Title: Organic letters
Year Published: 2022

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