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

Herein, a photocatalytic umpolung strategy for reductive carboxylation of imines for the synthesis of α-amino acids was disclosed. Carbon dioxide radical anion (CO ) generated from formate is the key single electron reductant in the reactions. An unprecedentedly broad substrate scope of imines with...

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Published inJournal of organic chemistry Vol. 89; no. 14; pp. 9750 - 9754
Main Authors Xu, Pei, Liu, Wen-Wen, Hao, Tian-Zi, Liu, Yi-Qin, Jiang, Hui-Xian, Xu, Jing, Li, Jin-You, Yin, Long, Zhu, Song-Lei, Zhu, Xu
Format Journal Article
LanguageEnglish
Published United States 19.07.2024
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Summary:Herein, a photocatalytic umpolung strategy for reductive carboxylation of imines for the synthesis of α-amino acids was disclosed. Carbon dioxide radical anion (CO ) 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 ) and formate salt as carbon sources.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c02887