文献类型：期刊文献

英文题名：Co-Catalyzed Asymmetric Carbamoyl Radical Addition of Imines

作者：Zhao, Wenyu[1,2];Shen, Xingyi[1,2];Li, Zhaozhao[1,2];Zhang, Xuxia[1,2];Li, Aiqi[1,2];Wu, Xianqing[1,2];Qu, Jingping[1,2];Chen, Yifeng[1,2,3,4]

机构：[1]East China Univ Sci & Technol, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn, Key Lab Adv Mat Feringa,Nobel Prize Scientist Join, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Frontiers Sci Ctr Materiobiol & Dynam Chem, Joint Int Res Lab Precis Chem & Mol Engn, Sch Chem & Mol Engn,Feringa Nobel Prize Scientist, 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：148

期号：6

起止页码：5930

外文期刊名：JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

收录：;EI(收录号：20260820135239);WOS:【SCI-EXPANDED(收录号:WOS:001684029700001)】；

基金：This work was supported by National Natural Science Foundation of China (22171079, 22371071, 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：Amides - Cobalt - Medicinal chemistry - Scaffolds - Stereocenters - Stereoselectivity - Synthesis (chemical)

摘要：Chiral amides are privileged motifs widely found in pharmaceuticals and natural products, spurring the development of robust synthetic methods. While carbamoyl chlorides are convenient and versatile electrophilic precursors, their application in the stereoselective synthesis of sterically hindered amides, particularly those bearing tetrasubstituted stereocenters, remains a formidable challenge. To address this, we have developed a cobalt-catalyzed asymmetric carbamoyl addition to imines, which enables efficient access to structurally demanding alpha,alpha-disubstituted alpha-amino amides under mild conditions with excellent enantioselectivity. Furthermore, this modular strategy facilitates a one-pot cascade to synthesize enantioenriched 2,5-diketopiperazines (DKPs), important scaffolds in medicinal chemistry. Mechanistic studies reveal stereoselective carbamoyl radical addition to forge the chiral C-C bond.