Emerging Strategies for Asymmetric Synthesis: Combining Enzyme Promiscuity and Photo‐/Electro‐redox Catalysis DOI
Chao‐Jiu Long, Yan‐Hong He, Zhi Guan

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(2)

Published: Jan. 27, 2023

Abstract As an emerging opportunity to expand the reactivity repertoire of enzymes achieve unnatural transformations in organic synthesis, enzyme promiscuity has attracted great interest recent years. The combination catalysis and photo‐/electro‐redox which can benefit from both exquisite selectivity unique chemical accessible photo‐/electro‐chemistry many advantages, such as new reactivity, high enantioselectivity, green yields. In past decades, most photoenzymatic enzymatic electrosynthesis mainly focused on exploiting regenerated cofactors function native activity. However, developments have demonstrated that combining unlock asymmetric reactions. This minireview highlights these strategies covers literature 2016 date. Furthermore, future development direction this field is prospected.

Language: Английский

Recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H bonds DOI

Qinhui Wan,

Zhongyi Zhang,

Zhong‐Wei Hou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(11), P. 2830 - 2848

Published: Jan. 1, 2023

Recent advances in the electrochemical generation of 1,3-dicarbonyl radicals from C–H bonds and their mechanistic insights synthetic applications have been summarized.

Language: Английский

Citations

79

Dual-Catalyzed Stereodivergent Electrooxidative Homocoupling of Benzoxazolyl Acetate DOI
Jiayin Zhang,

Wangjie Zhu,

Ziting Chen

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(2), P. 1522 - 1531

Published: Jan. 3, 2024

The development of a reliable strategy for stereodivergent radical reactions that allows convenient access to all stereoisomers homocoupling adducts with multiple stereogenic centers remains an unmet goal in organic synthesis. Herein, we describe dual-catalyzed electrooxidative C(sp3)–H/C(sp3)–H complete absolute and relative stereocontrol the synthesis molecules contiguous quaternary stereocenters general predictable manner. reaction is achieved by synergistically utilizing two distinct chiral catalysts convert identical racemic substrates into inherently distinctive reactive intermediates, dictate enantioselective addition, allow full complement stereoisomeric products via simple catalyst permutation. successful execution dual-electrocatalytic programmed activation provides significant conceptual advantage will serve as useful foundation further research cooperative stereocontrolled transformations diversity-oriented

Language: Английский

Citations

35

Electricity-driven asymmetric bromocyclization enabled by chiral phosphate anion phase-transfer catalysis DOI Creative Commons
Xuefeng Tan, Qingli Wang, Jianwei Sun

et al.

Nature Communications, Journal Year: 2023, Volume and Issue: 14(1)

Published: Jan. 23, 2023

Electricity-driven asymmetric catalysis is an emerging powerful tool in organic synthesis. However, induction so far has mainly relied on forming strong bonds with a chiral catalyst. Asymmetry induced by weak interactions catalyst electrochemical medium remains challenging due to compatibility issues related solvent polarity, electrolyte interference, etc. Enabled properly designed phase-transfer strategy, here we have achieved two efficient electricity-driven catalytic bromocyclization processes ion-pairing interaction. The combined use of and phosphate catalyst, together NaBr as the bromine source, constitutes key advantages over conventional chemical oxidation approach. Synergy multiple events, including anodic oxidation, ion exchange, phase transfer, bromination, inhibition Br2 decomposition NaHCO3, proved critical success.

Language: Английский

Citations

35

Cobalt-catalyzed enantioselective intramolecular reductive cyclization via electrochemistry DOI Creative Commons

Shiquan Gao,

Chen Wang, Junfeng Yang

et al.

Nature Communications, Journal Year: 2023, Volume and Issue: 14(1)

Published: March 9, 2023

Transition-metal catalyzed asymmetric cyclization of 1,6-enynes has emerged as a powerful method for the construction carbocycles and heterocycles. However, very rare examples worked under electrochemical conditions. We report herein Co-catalyzed enantioselective intramolecular reductive coupling enynes via electrochemistry using H2O hydride source. The products were obtained in good yields with high regio- enantioselectivities. It represents progress on cobalt-catalyzed transformation general substrate scope. DFT studies explored possible reaction pathways revealed that oxidative by LCo(I) is more favorable than addition or other pathways.

Language: Английский

Citations

24

Organo-mediator enabled electrochemical transformations DOI
Wei-Mei Zeng, Yanwei Wang,

Chunhui Peng

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review highlights organo-mediators that enable electrochemical reactions via outer-sphere electron transfer (ET), offering advantages such as availability, tunability, and simplified post-processing compared to direct electrolysis.

Language: Английский

Citations

1

Recent advances in electrochemical synthesis of diversely functionalized oxindole derivatives DOI

Xiaocong Zhou,

Ju Wu, Yufen Zhao

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(15), P. 3929 - 3950

Published: Jan. 1, 2023

This review will focus on the electrochemical synthesis of diversified functionalized oxindole derivatives through C-S, C-O, C-C, C-Se, and C-N bond formation over past decade.

Language: Английский

Citations

19

Artificial Intelligence Aided Lipase Production and Engineering for Enzymatic Performance Improvement DOI

Feiyin Ge,

Gang Chen,

Minjing Qian

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(41), P. 14911 - 14930

Published: Oct. 6, 2023

With the development of artificial intelligence (AI), tailoring methods for enzyme engineering have been widely expanded. Additional protocols based on optimized network models used to predict and optimize lipase production as well properties, namely, catalytic activity, stability, substrate specificity. Here, different algorithms prediction reforming lipase, focusing its modification cases AI, are reviewed in terms both their advantages disadvantages. Different neural networks coupled with various usually applied maximum yield by optimizing external cultivations production, while one part is molecule variations affecting properties lipase. However, few studies directly utilized AI engineer structure enzyme, a set research gaps needs be explored. Additionally, future perspectives application enzymes, including engineering, deduced help redesign enzymes reform new functional biocatalysts. This review provides horizon developing effective innovative tools facilitating applications food industry biomass conversion.

Language: Английский

Citations

18

Electrochemical Oxidative Addition of Nucleophiles on 2-Arylindoles: Synthesis of C2-Heteroquaternary Indolin-3-ones DOI
Yadav Kacharu Nagare,

Imtiyaz Ahmad Shah,

Jyothi Yadav

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(23), P. 15771 - 15782

Published: Nov. 17, 2022

An electrochemical method has been developed to synthesize 2,2-disubstituted indolin-3-ones under mild conditions. A series of nucleophiles have added the 2-arylindole-3-ones, generated in situ metal-free oxidative dearomatization 2-arylindoles, afford 3-carbonyl indoles with heteroquaternary centers 57-79% yields.

Language: Английский

Citations

23

Crystal phase engineering of Ru for simultaneous selective photocatalytic oxidations and H2 production DOI Creative Commons
Michaël Gebruers, Chunhua Wang, Rafikul Ali Saha

et al.

Nanoscale, Journal Year: 2023, Volume and Issue: 15(5), P. 2417 - 2424

Published: Jan. 1, 2023

The photocatalytic activity of TiO 2 in the simultaneous oxidation organic molecules and H production is optimized via crystal phase engineering Ru cocatalysts.

Language: Английский

Citations

14

Metal-free coordination of porphyrin-based porous organic polymers for efficient photocatalytic oxidative coupling of amines under visible light DOI
Jiaying Huang,

Xiao-Xuan Guo,

Pin-Xi Chen

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 546, P. 113248 - 113248

Published: May 17, 2023

Language: Английский

Citations

14