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Unnatural α-Amino Acid Synthesized through α-Alkylation of Glycine Derivatives by Diacyl Peroxides

Hao Tian, Wentao Xu, Yuxiu Liu and Qingmin Wang*

*Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People’s Republic of China, Email: wangqmnankai.edu.cn

H. Tian, W. Xu, Y. Liu, Q. Wang, Org. Lett., 2020, 22, 5005-5008.

DOI: 10.1021/acs.orglett.0c01574


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Abstract

In a catalyst- and additive-free α-alkylation reactions of glycine derivatives with diacyl peroxides, the diacyl peroxide substrate acts as both alkylation agent and oxidizing agent. This atom-economical method was applied to various glycine derivatives, dipeptides, and a 3,4-dihydroquinoxalin-2(1H)-one derivative and could be carried out on a gram scale.

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Key Words

α-alkylation of α-amino acids


ID: J54-Y2020