文献类型：期刊文献

英文题名：Cinchona Alkaloid Squaramide-Catalyzed Asymmetric Ugi-Type Reaction of Isocyanoacetates with C,N-Cyclic Azomethine Imines: Access to Chiral Oxazole-Substituted Tetrahydroisoquinolines

作者：Zhao, Zi-Qiang[1,2];Zhao, Xiao-Li[3];Shi, Min[1,2,4];Zhao, Mei-Xin[1,2]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[3]East China Normal Univ, Dept Chem, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China

年份：2019

卷号：84

期号：22

起止页码：14487

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20194507635007);WOS:【SCI-EXPANDED(收录号:WOS:000497259900012)，CCR-EXPANDED(收录号:WOS:000497259900012)】；

基金：We are grateful for financial support from the National Natural Science Foundation of China (21272067), the Natural Science Foundation of Shanghai (15ZR1411900), and the Fundamental Research Funds for the Central Universities (222201717003).

语种：英文

外文关键词：Alkaloids

摘要：We reported herein an unexpected cinchona alkaloid-derived squaramide-catalyzed asymmetric two-component Ugi-type reaction of alpha-aryl-substituted isocyanoacetates with C,N-cyclic azomethine imines, which provides concise access to optically active C1-oxazole-substituted tetrahydroisoquinolines in good yields (86-93%) and high enantioselectivities (up to 98% enantiomeric excess) under mild conditions.