Electrosynthesis of Protected Dehydroamino Acids.

Org Lett

Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustraße 3, 14195 Berlin, Germany.

Published: April 2023

A NaCl-mediated electrochemical oxidation of amino acid carbamates (R = Boc, Cbz) afforded α-methoxylated α-amino acids. Subsequent acid-catalyzed elimination delivered valuable dehydroamino acid derivatives. The simplicity of our setup using graphite-electrodes was showcased, producing -Boc-ΔAla-OMe on a decagram scale.

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http://dx.doi.org/10.1021/acs.orglett.3c00403DOI Listing

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