文献类型：期刊文献

英文题名：Cu-Catalyzed Direct Enantioselective Vinylogous Mannich Reaction between β,γ-Unsaturated Pyrazoleamides and Ketimines

作者：Luo, Ling-Shan[1,2];Hou, Si-Meng[1,2];Lu, Jian[1,2];Zhang, Qi[1,2];Sha, Feng[1,2];Wu, Xin-Yan[1,2]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

年份：2024

卷号：89

期号：4

起止页码：2582

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20240715549622);WOS:【SCI-EXPANDED(收录号:WOS:001162291800001)，CCR-EXPANDED(收录号:WOS:001162291800001)】；

基金：We are grateful for the financial support from the Natural Science Foundation of Shanghai (19ZR1412300). We also thank Prof. Chengjie Li for the assistance with DFT calculations.

语种：英文

外文关键词：Amides - Amines - Enantioselectivity

摘要：A catalytic asymmetric vinylogous Mannich-type reaction between beta,gamma-unsaturated amides and ketimines has been developed in excellent regio-, diastereo-, and enantioselectivities. The methodology provides an efficient approach to construct chiral homoallylic amines with a 3-amino-2-oxindole scaffold. Moreover, the transformations of the chiral products, including the removal of the pyrazole group or Boc group, the reduction of the C-C double bond, and Suzuki coupling, have been investigated.