Diastereodivergent synthesis of fully disubstituted spiro[indoline-3,2’-pyrrolidin]-2-ones via tuneable Lewis base/Brønsted base-promoted(3+2)cycloadditions  

作　　者：Ke Li Zhipeng Zhang Jiahui Zhu Yuxin Wang Jing Zhao Er-Qing Li Zheng Duana 

机构地区：[1]College of Chemistry,Green Catalysis Center,International Phosphorus Laboratory,International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province,Zhengzhou University,Zhengzhou 450001,P.R.China [2]Xuchang Environmental Monitoring Center,Henan Province,P.R.China

出　　处：《Organic Chemistry Frontiers》2022年第1期19-24,共6页有机化学前沿（英文）

基　　金：the National Natural Science Foundation of China(21702189,21672193,and 21272218);the Key Scientific and Technological Project of Henan Province(202102310004);the China Ministry of Industry and Information Technology(Z135060009002);Zhengzhou University(JC21253007)of China for financial support of this research.

摘　　要：Herein we report a diastereodivergent synthesis of fully disubstituted spiro[indoline-3,2’-pyrrolidin]-2-ones through base-promoted(3+2)cycloadditions.Importantly,the catalysts are found to have full control over the configuration of the stereocenters.When a Lewis base(PCy3)is used as a catalyst,good yields and excellent diastereoselectivities are obtained,regardless of the properties of the substituents,whereas spiro[indoline-3,2’-pyrrolidin]-2-ones of a different diastereoisomer are produced in good yields when a Brønsted base(K_(2)CO_(3))is used.ESI-MS experiments proved the existence of key zwitterionic intermediates.

关 键 词：BASE stereo substituted 

分 类 号：O62[理学—有机化学]