Literature DB >> 31187828

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

Baokun Qiao1, Chunyang Li1, Xiaowei Zhao1, Yanli Yin2, Zhiyong Jiang3.   

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).

Entities:  

Year:  2019        PMID: 31187828     DOI: 10.1039/c9cc03661j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

Review 1.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

2.  Metal-free, visible-light induced enantioselective three-component dicarbofunctionalization and oxytrifluoromethylation of enamines via chiral phosphoric acid catalysis.

Authors:  Hui Liang; Dong-Sheng Ji; Guo-Qiang Xu; Yong-Chun Luo; Haixue Zheng; Peng-Fei Xu
Journal:  Chem Sci       Date:  2022-01-04       Impact factor: 9.825

3.  Syntheses of new chiral chimeric photo-organocatalysts.

Authors:  Jiyaun Lyu; Matteo Leone; Aurélie Claraz; Clémence Allain; Luc Neuville; Géraldine Masson
Journal:  RSC Adv       Date:  2021-11-15       Impact factor: 4.036

4.  Organocatalytic Reduction of Aromatic Nitro Compounds: The Use of Solid-Supported Phenyl(2-quinolyl)methanol.

Authors:  Donatella Giomi; Jacopo Ceccarelli; Antonella Salvini; Marika Pinto; Alberto Brandi
Journal:  ACS Omega       Date:  2022-09-23

Review 5.  Application of Biobased Solvents in Asymmetric Catalysis.

Authors:  Margherita Miele; Veronica Pillari; Vittorio Pace; Andrés R Alcántara; Gonzalo de Gonzalo
Journal:  Molecules       Date:  2022-10-08       Impact factor: 4.927

  5 in total

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