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author:

Huang, Chaoqun (Huang, Chaoqun.) [1] | Jin, Xuerui (Jin, Xuerui.) [2] | Liu, Zhenyu (Liu, Zhenyu.) [3] | Cui, Can (Cui, Can.) [4] | Zhang, Yang (Zhang, Yang.) [5] | Wang, Binju (Wang, Binju.) [6] | Zhang, Chun (Zhang, Chun.) [7] | Feng, Jianqiang (Feng, Jianqiang.) [8] (Scholars:冯键强) | Niu, Dawen (Niu, Dawen.) [9] | Luo, Yunzi (Luo, Yunzi.) [10]

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Scopus SCIE

Abstract:

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 alpha-fluorinated amides with high yield (up to 91%) and distal chirality (gamma-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.

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Community:

  • [ 1 ] [Huang, Chaoqun]Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Sch Synthet Biol & Biomfg, Minist Educ, Tianjin 300072, Peoples R China
  • [ 2 ] [Jin, Xuerui]Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Sch Synthet Biol & Biomfg, Minist Educ, Tianjin 300072, Peoples R China
  • [ 3 ] [Liu, Zhenyu]Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Sch Synthet Biol & Biomfg, Minist Educ, Tianjin 300072, Peoples R China
  • [ 4 ] [Cui, Can]Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Sch Synthet Biol & Biomfg, Minist Educ, Tianjin 300072, Peoples R China
  • [ 5 ] [Luo, Yunzi]Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Sch Synthet Biol & Biomfg, Minist Educ, Tianjin 300072, Peoples R China
  • [ 6 ] [Huang, Chaoqun]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China
  • [ 7 ] [Jin, Xuerui]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China
  • [ 8 ] [Liu, Zhenyu]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China
  • [ 9 ] [Cui, Can]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China
  • [ 10 ] [Zhang, Chun]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China
  • [ 11 ] [Luo, Yunzi]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China
  • [ 12 ] [Huang, Chaoqun]Tianjin Univ, Sch Chem Engn & Technol, Tianjin, Peoples R China
  • [ 13 ] [Jin, Xuerui]Tianjin Univ, Sch Chem Engn & Technol, Tianjin, Peoples R China
  • [ 14 ] [Liu, Zhenyu]Tianjin Univ, Sch Chem Engn & Technol, Tianjin, Peoples R China
  • [ 15 ] [Cui, Can]Tianjin Univ, Sch Chem Engn & Technol, Tianjin, Peoples R China
  • [ 16 ] [Luo, Yunzi]Tianjin Univ, Sch Chem Engn & Technol, Tianjin, Peoples R China
  • [ 17 ] [Zhang, Yang]Sichuan Univ, Dept Emergency, State Key Lab Biotherapy, Chengdu, Peoples R China
  • [ 18 ] [Niu, Dawen]Sichuan Univ, Dept Emergency, State Key Lab Biotherapy, Chengdu, Peoples R China
  • [ 19 ] [Zhang, Yang]Sichuan Univ, West China Hosp, Canc Ctr, Chengdu, Peoples R China
  • [ 20 ] [Niu, Dawen]Sichuan Univ, West China Hosp, Canc Ctr, Chengdu, Peoples R China
  • [ 21 ] [Zhang, Yang]Sichuan Univ, Sch Chem Engn, Chengdu, Peoples R China
  • [ 22 ] [Niu, Dawen]Sichuan Univ, Sch Chem Engn, Chengdu, Peoples R China
  • [ 23 ] [Wang, Binju]Xiamen Univ, Coll Chem & Chem Engn, State Key Lab Phys Chem Solid Surfaces, Xiamen, Peoples R China
  • [ 24 ] [Feng, Jianqiang]Fuzhou Univ, Inst Mol Engn Plus, Coll Chem, Fuzhou, Peoples R China
  • [ 25 ] [Luo, Yunzi]Tianjin Univ, Georgia Tech Shenzhen Inst, Shenzhen, Peoples R China
  • [ 26 ] [Luo, Yunzi]Haihe Lab Sustainable Chem Transformat, Tianjin, Peoples R China

Reprint 's Address:

  • 冯键强

    [Luo, Yunzi]Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Sch Synthet Biol & Biomfg, Minist Educ, Tianjin 300072, Peoples R China;;[Luo, Yunzi]Tianjin Univ, State Key Lab Synthet Biol, Tianjin, Peoples R China;;[Luo, Yunzi]Tianjin Univ, Sch Chem Engn & Technol, Tianjin, Peoples R China;;[Niu, Dawen]Sichuan Univ, Dept Emergency, State Key Lab Biotherapy, Chengdu, Peoples R China;;[Niu, Dawen]Sichuan Univ, West China Hosp, Canc Ctr, Chengdu, Peoples R China;;[Niu, Dawen]Sichuan Univ, Sch Chem Engn, Chengdu, Peoples R China;;[Feng, Jianqiang]Fuzhou Univ, Inst Mol Engn Plus, Coll Chem, Fuzhou, Peoples R China;;[Luo, Yunzi]Tianjin Univ, Georgia Tech Shenzhen Inst, Shenzhen, Peoples R China;;[Luo, Yunzi]Haihe Lab Sustainable Chem Transformat, Tianjin, Peoples R China

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Source :

NATURE COMMUNICATIONS

Year: 2025

Issue: 1

Volume: 16

1 4 . 7 0 0

JCR@2023

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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