Direct enantioselective reduction of C=C bond of β-polyfluoro-alkylated enones via asymmetric photoredox catalysis

作     者：Linghong Zhang Jin Ma Xu Ban Xiaowei Zhao Yanli Yin Zhiyong Jiang 

作者机构：Key Laboratory of Natural Medicine and Immuno-Engineering of Henan ProvinceHenan UniversityKaifeng475004China School of Chemistry and Chemical EngineeringHenan Normal UniversityPingyuan LaboratoryXinxiang453007China College of Advanced Interdisciplinary Science and TechnologyHenan University of TechnologyZhengzhou450001China 

出 版 物：《Science China Chemistry》 (中国科学（化学英文版）)

年 卷 期：2024年第67卷第6期

页      面：2016-2021页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by the National Natural Science Foundation of China(22171072,21925103,22301061) Henan Normal University 

主　　题：photoredox catalysis Br?nsted acids asymmetric reduction enantioselective protonation azaarenes 

摘      要：Direct enantioselective reduction of the C=C bond ofβ-polyfluoro-alkylated enones is an important but long-pending subject in asymmetric ***,we report on the viability of visible light-driven cooperative photoredox and chiral hydrogenbonding catalysis to effectively address this challenge,as a variety of products are obtained in high yields(up to 85%)with good to excellent enantioselectivities(up to 98%ee).The formation of thermodynamically favorable enol intermediates after double single-electron reduction represents the center of the ***,the utility of the current method is validated by the convenient regio-specific and-diverse synthesis of various deuterated derivatives for these products using inexpensive D_(2)O as the deuterium source.