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Updated: May 20, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Access to chiral phthalidyl ester prodrugs via an isothiourea-catalyzed dynamic kinetic resolution reaction
Hui Cai1, Chaoyang Song1, Dan Ling1
1State Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, 550025, China. litt8293@163.com.
Abstract:
An isothiourea-catalyzed acylative dynamic kinetic resolution reaction has been developed for the synthesis of chiral phthalidyl ester prodrugs. Various chiral phthalidyl esters were obtained in moderate to excellent yields (up to 97%) and good to excellent optical purities (up to 99 : 1 er). Notably, a variety of acyl chlorides were well tolerated, even those derived from pharmaceuticals, agrochemicals, and natural products. This catalytic transformation is an effective strategy for the development of chiral phthalidyl ester prodrugs.
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