文献类型：期刊文献

英文题名：Cobalt-catalyzed enantioselective reductive addition of ketimine with cyclopropyl chloride to construct chiral amino esters bearing cyclopropyl fragments

作者：Hu, Jiangtao[1];Xia, Tingting[1];Wu, Xianqing[1];Feng, Hongrui[1];Qu, Jingping[1];Chen, Yifeng[1,2,3]

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 & Joint Int Re, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China;[3]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China

年份：2024

卷号：11

期号：22

起止页码：6311

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20244117174809);WOS:【SCI-EXPANDED(收录号:WOS:001320402300001)，CCR-EXPANDED(收录号:WOS:001320402300001)】；

基金：This work was supported by the National Natural Science Foundation of China (22171079, 22371071, 92356301), Sinopec Seeding Program (C0607-0876), Shanghai Municipal Science and Technology Major Project (Grant No.2018SHZDZX03), 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：Catalysis - Chitin - Fatty acid methyl ester - Methyl ester

摘要：Chiral amino acid derivatives containing cyclopropyl fragments are high-value drug candidates, but their synthesis is still challenging. We herein report an efficient construction of chiral alpha-tertiary amino acid derivatives containing cyclopropane fragments, which has been achieved via a cobalt-catalyzed asymmetric reductive addition of alpha-iminoesters with cyclopropyl chloride. This strategy enables the formation of these valuable motifs with broad functional group tolerance under mild conditions with good yields and excellent enantioselectivities. Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing cyclopropyl fragments with broad functional group tolerance and excellent enantioselectivities.