文献类型：期刊文献

英文题名：Enantioconvergent radical addition of racemic alkyl halides to access vicinal stereocentres

作者：Wu, Xianqing[1,2];Xia, Tingting[1,2];Bai, Jiahao[1,2];Shi, Yue[3];Fang, Chengxu[1,2];Hu, Jiangtao[1,2];Wu, Wenwen[1,2];Zhang, Chenhuan[1,2];Wang, Qinglin[1,2];Huang, Genping[3];Qu, Jingping[1,2];Chen, Yifeng[1,2,4,5]

机构：[1]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Key Lab Adv Mat, Shanghai, Peoples R China;[2]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Joint Int Res Lab Precis Chem, Shanghai, Peoples R China;[3]Tianjin Univ, Sch Sci, Dept Chem, Tianjin, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai, Peoples R China;[5]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang, Peoples R China

年份：2026

卷号：18

期号：1

外文期刊名：NATURE CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:001587262900001)】；

基金：We thank the Analysis and Testing Center of East China University of Science and Technology for help with NMR and high-resolution mass spectrometry analysis. This work was supported by the National Natural Science Foundation of China (22171079, 22371071, 92356301, T2488302, 22471191, 2240011806), the Science and Technology Commission of Shanghai Municipality (grant number 24DX1400200), the Program of Introducing Talents of Discipline to Universities (B16017), the Scientific Committee of Shanghai (21JC1401700), the Shanghai Sailing Program (23YF1408800) and the Fundamental Research Funds for the Central Universities.

语种：英文

摘要：The development of synthetic methods that convert readily accessible chemicals into highly valuable small organic molecules, especially those with enantioenriched three-dimensional structures, holds substantial importance in organic synthesis. Alkyl halides are pivotal substrates for generating chiral C(sp3)-C(sp3) bonds. However, constructing modular vicinal stereogenic carbon centres from racemic alkyl halides, especially those bearing the sterically bulky quaternary carbon stereocentres frequently found in natural products, remains a daunting challenge. Here we report cobalt-catalysed enantioconvergent reductive addition of racemic alkyl halides with imines, allowing for efficient construction of various contiguous stereogenic centres, including tertiary-tertiary, tertiary-quaternary and quaternary-quaternary stereocentres with high diastereo- and enantioselectivities. The mild reaction conditions circumvent the use of organometallic reagents, ensuring broad functional group compatibility and enabling the formation of valuable chiral organic motifs such as amino acids, organophosphorus compounds, amino alcohols and gamma-lactams. This reductive radical addition protocol also enables the stereoselective construction of C-glycosyl amino acids.