Synthesis of Unnatural α-Amino Acid Derivatives via Photoredox Activation of Inert C(sp)-H Bonds.

Org Lett

Institute of Organic Chemistry, Faculty of Chemistry and Pharmacy, University of Regensburg, 93053 Regensburg, Germany.

Published: July 2022

The synthesis of unnatural, tertiary amino acids is a challenging task. While decarboxylation-radical addition has been an important strategy for their formation, the use of alkyl radicals from C(sp)-H bonds has not been fully explored. Herein, we report a photocatalytic protocol for the synthesis of unnatural α-amino esters employing abundant alkanes and imines retaining full atom economy. When this method is applied, several amino acid derivatives are synthesized in moderate to good yields.

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http://dx.doi.org/10.1021/acs.orglett.2c01822DOI Listing

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