Photobiocatalytic Platform for the Efficient Enantio-Divergent Synthesis of β-Fluoromethylated KetonesClick to copy article linkArticle link copied!
- Yuan-Yang Guo*Yuan-Yang Guo*Email: [email protected]State Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Yuan-Yang Guo
- Ze-Hua TianZe-Hua TianState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Ze-Hua Tian
- Linghong ZhangLinghong ZhangState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Linghong Zhang
- Yu-Chen HanYu-Chen HanState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Yu-Chen Han
- Bei-Bei ZhangBei-Bei ZhangState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Bei-Bei Zhang
- Qing XingQing XingState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Qing Xing
- Tianju ShaoTianju ShaoState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Tianju Shao
- Yang LiuYang LiuState Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Yang Liu
- Zhiyong Jiang*Zhiyong Jiang*Email: [email protected]State Key Laboratory of Antiviral Drugs; Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals; Key Laboratory of Green Chemical Media and Reactions, Ministry of Education; NMPA Key Laboratory for Research and Evaluation of Innovative Drug; Henan Key Laboratory of Organic Functional Molecule and Drug Innovation; School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, ChinaMore by Zhiyong Jiang
Abstract
β-Fluoromethyl (CH2F, CHF2, and CF3)-substituted chiral ketones are essential moieties and are vital building blocks in pharmaceutical and agrochemistry. However, general and convenient methods for enantio-diverse access to diverse β-fluoromethylated ketones are lacking, hindering the further development of these functional moieties. In this study, we developed an ene-reductase-based photobiocatalytic platform for efficient synthesis of enantio-divergent β-fluoromethylated chiral ketones. Our method highlights substrate-type diversity, excellent enantioselectivity, enzymatic enantio-divergent synthesis, as well as a dicyanopyrazine (DPZ)-type photosensitizer for biocompatible olefin E/Z isomerization in enzymatic stereoconvergent olefin asymmetric reduction, thereby providing a general photobiocatalytic solution to diverse β-fluoromethylated chiral ketones.
Cited By
This article is cited by 2 publications.
- Jinhai Yu, Bin Chen, Xiaoqiang Huang. Single‐Electron Oxidation Triggered by Visible‐Light‐Excited Enzymes for Asymmetric Biocatalysis. Angewandte Chemie 2024, 2 https://doi.org/10.1002/ange.202419262
- Jinhai Yu, Bin Chen, Xiaoqiang Huang. Single‐Electron Oxidation Triggered by Visible‐Light‐Excited Enzymes for Asymmetric Biocatalysis. Angewandte Chemie International Edition 2024, 4 https://doi.org/10.1002/anie.202419262
Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.
Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.
The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.