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Formate and CO<sub>2</sub> Enable Reductive Carboxylation of Imines: Synthesis of Unnatural α-Amino Acids

Pei Xu, Wenwen Liu, Tian-Zi Hao, Yiqin Liu, Hui-Xian Jiang, Jing Xu, Jin-You Li, Long Yin, Songlei Zhu, Xu Zhu

2024The Journal of Organic Chemistry19 citationsDOI

Abstract

Herein, a photocatalytic umpolung strategy for reductive carboxylation of imines for the synthesis of α-amino acids was disclosed. Carbon dioxide radical anion (CO 2 •– ) generated from formate is the key single electron reductant in the reactions. An unprecedentedly broad substrate scope of imines with excellent reaction yields was obtained with carbon dioxide (CO 2 ) and formate salt as carbon sources.

Topics & Concepts

ChemistryCarboxylationFormateCombinatorial chemistryReductive eliminationAmino acidOrganic chemistryCatalysisBiochemistryCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisCO2 Reduction Techniques and Catalysts
Formate and CO<sub>2</sub> Enable Reductive Carboxylation of Imines: Synthesis of Unnatural α-Amino Acids | Litcius