文献类型：期刊文献

英文题名：Photoredox/Cobalt-Catalyzed Asymmetric Radical Addition to Imines with Furanosyl 1,4-Dihydropyridines to Access C-Glycosyl Amino Esters

作者：Xia, Tingting[1,2];Feng, Hongrui[1,2];Cao, Qihang[1,2];Yang, Xijian[1,2];Wu, Xianqing[1,2];Zhu, Wei-Hong[1,2];Qu, Jingping[1,2];Chen, Yifeng[1,2,3,4]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Joint Int Res Lab Precis Chem & Mol Engn,Sch Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China;[4]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China

年份：2026

卷号：65

期号：8

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20260119855067);WOS:【SCI-EXPANDED(收录号:WOS:001651324400001)】；

基金：This work was supported by National Natural Science Foundation of China (22371071, 22571081, 92356301, 22401092), Science and Technology Commission of Shanghai Municipality (grant No. 24DX1400200), the Program of Introducing Talents of Discipline to Universities (B16017), Shanghai Sailing Program (23YF1408800) and the Fundamental Research Funds for the Central Universities. The authors thank the Analysis and Testing Center of East China University of Science and Technology for help with NMR and HRMS analysis.

语种：英文

外文关键词：1,4-Dihydropyridines; Amino acid derivatives; C-Glycosylation; Cobalt catalysis; Radical addition

摘要：Chiral oxygen-containing heterocycles, particularly tetrahydrofuran scaffolds are pivotal structures found in numerous bioactive molecules. Among them, furanoses constitute a highly important class. While C-glycosylation with furanosyl donors offers a promising route to access these frameworks, methods for simultaneously constructing multiple stereogenic centers remain unknown. Herein, we report a synergistic photoredox/cobalt-catalyzed enantioselective radical addition strategy to imines that employs bench-stable furanosyl 1,4-dihydropyridines (DHPs) as the radical precursors. This redox-neutral protocol directly forges C-glycosidic bonds at the challenging non-anomeric position while concurrently establishing a new tetrasubstituted carbon stereocenter. The chiral cobalt catalyst effectively governs the stereochemistry of both the glycosidic bond and the new tetrasubstituted center, as evidenced by ligand control experiments. Furthermore, the method is generalizable to simple alkyl-substituted DHPs, providing a versatile and complementary approach to synthesize amino esters and C-glycosides with multiple stereogenic centers.