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

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外文摘要：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 enanti-oselectivities.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 experi-ment and the synthesis of the chiral phthalidyl ester prodrug.

外文关键词：

Asymmetric catalysisPhthalidyl esterDynamic kinetic resolutionChiral isothioureaAcylationMethodology and reactionsSynthetic methods

作者：

Zeyang Hao、Wei Lin、Zi-Qi Yuan、Wei Zhang、Xin Li

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作者单位：

State Key Laboratory of Elemento-Organic Chemistry,College of Chemistry,Nankai University,Tianjin 300071,China

Haihe Laboratory of Sustainable Chemical Transformations,Tianjin 300192,China

West China School of Public Health and West China Fourth Hospital,Sichuan University,Chengdu,Sichuan 610041,China

出版年：

2024

DOI：

10.1002/cjoc.202400382

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(19)