文献类型：期刊文献

英文题名：Organo-Photoredox Catalyzed gem-Difluoroallylation of Glycine and Glycine Residue in Peptides

作者：Lin, Ruofan[1] Shan, Yujie[1] Li, Yan[1] Wei, Xian[1] Zhang, Yue[1] Lin, Yuqian[1] Gao, Yiman[1] Fang, Weiwei[1] Zhang, Jing-Jing[1] Wu, Ting[2] Cai, Lingchao[1] Chen, Zhen[1]

第一作者：Lin, Ruofan

通信作者：Cai, LC[1];Chen, Z[1];Wu, T[2]

机构：[1]Nanjing Forestry Univ, Coll Chem Engn, Int Innovat Ctr Forest Chem & Mat, Jiangsu Key Lab Biomass Based Green Fuels & Chem,J, Nanjing 210037, Jiangsu, Peoples R China;[2]Chinese Acad Forestry, Inst Chem Ind Forest Prod, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat Fo, Key Lab Biomass Energy & Mat,Natl Forestry & Grass, Nanjing 210042, Jiangsu, Peoples R China

年份：2024

卷号：89

期号：6

起止页码：4056-4066

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:001181182000001)】；

基金：This research was funded by the Basic Research Program of Jiangsu Province (No. BK20220408), the Jiangsu Specially Appointed Professor Plan to L.C. and Z.C., and the National Natural Science Foundation of China (No. 22001124).

语种：英文

摘要：An organo-photoredox catalyzed gem-difluoroallylation of glycine with alpha-trifluoromethyl alkenes via direct C(sp(3))-H functionalization of glycine and C-F bond activation of alpha-trifluoromethyl alkenes has been described. As a consequence, a broad range of gem-difluoroalkene-containing unnatural amino acids are afforded in moderate to excellent yields. This reaction exhibits multiple merits such as readily available starting materials, broad substrate scope, and mild reaction conditions. The feasibility of this reaction has been highlighted by the late-stage modification of several peptides as well as the improved in vitro antifungal activity of compound 3v toward Valsa mali compared to that with commercial azoxystrobin.