Photoenzymatic enantioselective synthesis of fluorinated amides with remote stereocenter - Details

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Fluorinated　compounds　are　scarce　in　nature,　albeit　they　are　in　high　demand　in　pharmaceuticals,　agrochemicals,　and　materials.　Fluorinated　amides　serve　as　prevalent　structural　motifs　in　pharmaceuticals　and　bioactive　molecules.　However,　enantioselective　synthesis　of　fluorinated　amides　remains　challenging.　Herein,　we　develop　a　visible-light-driven　ene-reductase　system　that　effectively　generates　carbon-centered　radicals　from　fluorine-containing　brominated　amides.　The　system　further　enables　their　enantioselective　hydroalkylation　with　alkenes,　achieving　high　stereocontrol.　Diversified　α-fluorinated　amides　with　high　yield　(up　to　91%)　and　distal　chirality　(γ-to　F,　up　to　97%　enantiomeric　excess)　are　produced　by　optimizing　the　reaction　system　and　performing　enzyme　engineering.　This　work　advances　photoenzymatic　strategies　for　the　integration　of　fluorinated　chemical　inputs　and　creates　an　opportunity　for　the　asymmetric　synthesis　of　valuable　fluorinated　compounds.　©　The　Author(s)　2025.

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[ 1 ] [Huang C.]Frontiers Science Center for Synthetic Biology (Ministry of Education), School of Synthetic Biology and Biomanufacturing, Tianjin University, Tianjin, China
[ 2 ] [Huang C.]State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin, China
[ 3 ] [Huang C.]School of Chemical Engineering and Technology, Tianjin University, Tianjin, China
[ 4 ] [Jin X.]Frontiers Science Center for Synthetic Biology (Ministry of Education), School of Synthetic Biology and Biomanufacturing, Tianjin University, Tianjin, China
[ 5 ] [Jin X.]State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin, China
[ 6 ] [Jin X.]School of Chemical Engineering and Technology, Tianjin University, Tianjin, China
[ 7 ] [Liu Z.]Frontiers Science Center for Synthetic Biology (Ministry of Education), School of Synthetic Biology and Biomanufacturing, Tianjin University, Tianjin, China
[ 8 ] [Liu Z.]State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin, China
[ 9 ] [Liu Z.]School of Chemical Engineering and Technology, Tianjin University, Tianjin, China
[ 10 ] [Cui C.]Frontiers Science Center for Synthetic Biology (Ministry of Education), School of Synthetic Biology and Biomanufacturing, Tianjin University, Tianjin, China
[ 11 ] [Cui C.]State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin, China
[ 12 ] [Cui C.]School of Chemical Engineering and Technology, Tianjin University, Tianjin, China
[ 13 ] [Zhang Y.]Department of Emergency, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital and School of Chemical Engineering, Sichuan University, Chengdu, China
[ 14 ] [Wang B.]State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China
[ 15 ] [Zhang C.]State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin, China
[ 16 ] [Feng J.]Institute of Molecular Engineering Plus, College of Chemistry, Fuzhou University, Fuzhou, China
[ 17 ] [Niu D.]Department of Emergency, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital and School of Chemical Engineering, Sichuan University, Chengdu, China
[ 18 ] [Luo Y.]Frontiers Science Center for Synthetic Biology (Ministry of Education), School of Synthetic Biology and Biomanufacturing, Tianjin University, Tianjin, China
[ 19 ] [Luo Y.]State Key Laboratory of Synthetic Biology, Tianjin University, Tianjin, China
[ 20 ] [Luo Y.]School of Chemical Engineering and Technology, Tianjin University, Tianjin, China
[ 21 ] [Luo Y.]Georgia Tech Shenzhen Institute, Tianjin University, Shenzhen, China
[ 22 ] [Luo Y.]Haihe Laboratory of Sustainable Chemical Transformations, Tianjin, China

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Nature Communications

ISSN： 2041-1723

Year： 2025

Issue： 1

Volume： 16

1 4 . 7 0 0

JCR@2023

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 5

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