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 

机构地区：[1]Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province,Henan University,Kaifeng,475004,China [2]School of Chemistry and Chemical Engineering,Henan Normal University,Pingyuan Laboratory,Xinxiang,453007,China [3]College of Advanced Interdisciplinary Science and Technology,Henan University of Technology,Zhengzhou,450001,China

出　　处：《Science China Chemistry》2024年第6期2016-2021,共6页中国科学（化学英文版）

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

摘　　要：Direct enantioselective reduction of the C=C bond ofβ-polyfluoro-alkylated enones is an important but long-pending subject in asymmetric catalysis.Here,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 success.Additionally,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.

关 键 词：photoredox catalysis Br?nsted acids asymmetric reduction enantioselective protonation AZAARENES 

分 类 号：O621.25[理学—有机化学]