Chiral Isothiourea-Catalyzed Acylative Dynamic Kinetic Resolution of 3-Hydroxyphthalides for Enantioselective Synthesis of Phthalidyl Esters  

作　　者：Zeyang Hao Wei Lin Zi-Qi Yuan Wei Zhang Xin Li 

机构地区：[1]State Key Laboratory of Elemento-Organic Chemistry,Collge of Chemistry,Nankai University,Tianjin 300071,China [2]Haihe laboratory of Sustainable Chemical Transformations,Tianjin 300192,China [3]West China School of Public Health and West China Fourth Hospital,Sichuan University,Chengdu,Sichuan 610041,China

出　　处：《Chinese Journal of Chemistry》2024年第19期2341-2345,共5页中国化学（英文版）

基　　金：support from the National Natural Science Foundation of China(Grant Nos.22371219,22193011,21971120,21933008 and 22101191);National Science&Technology Fundamental Resource Investigation Program of China(No.2018FY201200);the Fundamental Research Funds for the Central Universities.W.Z.is grateful for the financial support from the program of China Scholarship Council(No.202206240054).

摘　　要：Comprehensive Summary Phthalides serve as core structures pervasive in a wide array of natural products and drug molecules,which display a diverse array of biological activities.We report herein a highly efficient dynamic kinetic resolution of 3-hydroxyphthalides by chiral isothioureas(ITUs)catalyzed asymmetric acylation,facilitating the effective synthesis of a variety of chiral phthalidyl esters with good yields and enantioselectivities.Notably,this reaction features mild reaction conditions,expansive substrate scope as well as good functional group compatibility.In addition,the practicality of this method is underscored by the large-scale synthesis,reduced catalyst loading experiment and the synthesis of the chiral phthalidyl ester prodrug.

关 键 词：Asymmetric catalysis Phthalidyl ester Dynamic kinetic resolution Chiral isothiourea ACYLATION Methodology and reactions Syntheticmethods 

分 类 号：O62[理学—有机化学]