ArticleJournal of the American Chemical Society2020
Photoenzymatic Generation of Unstabilized Alkyl Radicals: An Asymmetric Reductive Cyclization.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 41 papers.
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Who cites it
41 citing papers in PubMed.
- Stereoselective cyano translocation reaction enabled by photoenzymatic catalysis.Nature communications · 2026Article
- Engaging Unstabilized Alkyl Radicals with Pyridoxal Radical Biocatalysis: Enantiodivergent Synthesis of Aliphatic Non-Canonical Amino Acids.bioRxiv : the preprint server for biology · 2026Article
- Asymmetric Hydrogen Atom Transfer.ACS catalysis · 2026Review
- Designing and Engineering Enzymes for New-to-Nature Photobiocatalysis.Methods in molecular biology (Clifton, N.J.) · 2026Review
- Photoenzymatic catalysis enables enantioselective radical dearomative spirocyclization.Nature communications · 2025Article
- The Natural Redox Cofactor Pyrroloquinoline Quinone (PQQ) Enables Photocatalytic Radical Cyclizations.Angewandte Chemie (International ed. in English) · 2025Article
- Aromatic Coupling Reactions Catalyzed by "ene"-Reductase under Visible Light Irradiation.ACS omega · 2025Article
- Enantioconvergent benzylic C(spScience (New York, N.Y.) · 2025Article
- Trisubstituted Alkenes as Valuable Building Blocks.Molecules (Basel, Switzerland) · 2025Review
- Enantioselective Radical Hydrocyanoalkylation of Alkenes via Photoenzymatic Catalysis.JACS Au · 2025Article
- Enantioselective radical chemistry: a bright future ahead.Beilstein journal of organic chemistry · 2025Article
- A metalloenzyme platform for catalytic asymmetric radical dearomatization.Nature chemistry · 2024Article
- Threonine Aldolase-Catalyzed Enantioselective α-Alkylation of Amino Acids through Unconventional Photoinduced Radical Initiation.Journal of the American Chemical Society · 2024Article
- Stereodivergent photobiocatalytic radical cyclization through the repurposing and directed evolution of fatty acid photodecarboxylases.Nature chemistry · 2024Article
- From Ground-State to Excited-State Activation Modes: Flavin-Dependent "Ene"-Reductases Catalyzed Non-natural Radical Reactions.Accounts of chemical research · 2024Review
- Multifunctional Biocatalysts for Organic Synthesis.Journal of the American Chemical Society · 2024Review
- Asymmetric Synthesis of α-Chloroamides via Photoenzymatic Hydroalkylation of Olefins.Journal of the American Chemical Society · 2024Article
- Article
- Recent Advances in the Enantioselective Radical Reactions.Molecules (Basel, Switzerland) · 2023Review
- Non-Native Site-Selective Enzyme Catalysis.Chemical reviews · 2023Review
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2 authors.
Funding
Abstract
Flavin-dependent "ene"-reductases can generate stabilized alkyl radicals when irradiated with visible light; however, they are not known to form unstabilized radicals. Here, we report an enantioselective radical cyclization using alkyl iodides as precursors to unstabilized nucleophilic radicals. Evidence suggests this species is accessed by photoexcitation of a charge-transfer complex that forms between flavin and substrate within the protein active site. Stereoselective delivery of a hydrogen atom from the flavin semiquinone to the prochiral radical formed after cyclization provides high levels of enantioselectivity across a variety of substrates. Overall, this transformation demonstrates that photoenzymatic catalysis can address long-standing selectivity challenges in the radical literature.
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