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

Org Lett

Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Wushan Road 381, Guangzhou 510641, P. R. China.

Published: January 2022

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 CoBr/-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.

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http://dx.doi.org/10.1021/acs.orglett.1c04048DOI Listing

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