Issue 52, 2019
From the journal:

Chemical Communications

Enantioselective reduction of azaarene-based ketones via visible light-driven photoredox asymmetric catalysis†

Baokun Qiao,a   Chunyang Li,a   Xiaowei Zhao,a   Yanli Yinab  and  Zhiyong Jiang ORCID logo *ac  

* Corresponding authors

a Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, Henan, P. R. China
E-mail: chmjzy@henu.edu.cn, jiangzhiyong@htu.edu.cn

b College of Bioengineering, Henan University of Technology, Zhengzhou, Henan, P. R. China

c Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, P. R. China

Abstract

An enantioselective reduction of azaarene-based ketones through photoredox asymmetric catalysis is reported. With a transition metal-free dual catalytic system including a chiral phosphoric acid and a photosensitizer DPZ mediated by visible light, the transformations involved a tandem process involving double single-electron-transfer reductions and enantioselective protonation, providing valuable chiral alcohols in high yields (up to >99%) with good to excellent enantioselectivities (up to 97% ee).

Graphical abstract: Enantioselective reduction of azaarene-based ketones via visible light-driven photoredox asymmetric catalysis

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Article information

DOI
https://doi.org/10.1039/C9CC03661J
Article type
Communication
Submitted
12 May 2019
Accepted
03 Jun 2019
First published
03 Jun 2019

Chem. Commun., 2019,55, 7534-7537

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Enantioselective reduction of azaarene-based ketones via visible light-driven photoredox asymmetric catalysis

B. Qiao, C. Li, X. Zhao, Y. Yin and Z. Jiang, Chem. Commun., 2019, 55, 7534 DOI: 10.1039/C9CC03661J

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