Bifunctional organocatalyst-catalyzed dynamic kinetic resolution of hemiketals for synthesis of chiral ketals via hydrogen bonding control  

作　　者：Meng Shan Yongmei Yu Mengli Sun Shuping Yang Mengqi Wang Bo Zhu Junbiao Chang 

机构地区：[1]State Key Laboratory of Antiviral Drugs,Pingyuan Laboratory,NMPA Key Laboratory for Research and Evaluation of Innovative Drug,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

出　　处：《Chinese Chemical Letters》2025年第1期248-252,共5页中国化学快报(英文版)

基　　金：supported by the National Natural Science Foundation of China(Nos.82130103,82151525 and 81903465);the Central Plains Scholars and Scientists Studio Fund(2018002);the Natural Science Foundation of Henan Province(No.212300410051);the Science and Technology Major Project of Henan Province(No.221100310300)。

摘　　要：Herein,we report the dynamic kinetic resolution asymmetric acylation ofγ-hydroxy-γ-perfluoroalkyl butenolides/phthalides catalyzed by amino acid-derived bifunctional organocatalysts,and a series of ketals were obtained in high yields(up to 95%)and excellent enantioselectivities(up to 99%).In terms of synthetic utility,the reaction can be performed on a gram scale,and the product can be converted into potential biological nucleoside analog.

关 键 词：Bifunctional organocatalyst Dynamic kinetic resolution Hemiketal Chiral ketals Hydrogen bonding 

分 类 号：TQ426[化学工程] TQ224.2