文献类型：期刊文献

英文题名：Iridium-Catalyzed Asymmetric Cascade Allylation/Pictet-Spengler Cyclization Reaction for the Enantioselective Synthesis of 1,3,4-Trisubstituted Tetrahydroisoquinolines

作者：Yang, Wu-Lin[1,2];Liu, Tian-Tian[1,2];Ni, Tao[1,2];Zhu, Bin[3,4];Luo, Xiaoyan[1,2];Deng, Wei-Ping[1,2]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, State Key Lab Bioreactor Engn, Minist Educ, Shanghai 200237, Peoples R China;[4]East China Univ Sci & Technol, Sch Pharm, Lab Pharmaceut Crystal Engn & Technol, Shanghai 200237, Peoples R China

年份：2021

卷号：23

期号：7

起止页码：2790

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000637002800072)，CCR-EXPANDED(收录号:WOS:000637002800072)】；

基金：This work was supported by the National Natural Science Foundation of China (21901072 and 21772038) and the Shanghai Sailing Program (18YF1405600). The authors thank the Research Center of Analysis and Test of East China University of Science and Technology for the assistance with the HRMS and NMR analyses.

语种：英文

摘要：An iridium-catalyzed trifluoroacetic acid-promoted asymmetric cascade allylation/Pictet-Spengler cyclization reaction of azomethine ylides with aromatic allylic alcohols is reported. This protocol provides a facile and scalable method for the construction of 1,3,4-trisubstituted tetrahydroisoquinolines containing two stereogenic centers in good yields (up to 96%) with generally excellent diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). Furthermore, a series of aromatic heterocyclefused piperidines were also obtained with excellent enantiocontrol by this methodology.