ArticleJournal of the American Chemical Society2025
Synergistic Photoenzymatic Anti-Markovnikov Hydroarylation of Olefins via Heteroaryl Radical Intermediates.
Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Asymmetric Hydrogen Atom Transfer.ACS catalysis · 2026Review
- Nickel-catalyzed β-arylation and benzylation of 2'-hydroxychalcones to access warfarin analogues.Communications chemistry · 2025Article
- Enantioselective Radical Hydrocyanoalkylation of Alkenes via Photoenzymatic Catalysis.JACS Au · 2025Article
Corrections and comments
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Authors and funding
3 authors.
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Abstract
Heteroaromatic alkylations are indispensable reactions for synthesizing biologically active molecules. The anti-Markovnikov hydroarylation of olefins using heteroaryl halides furnishes the product as a single regioisomer; however, catalytic variants are ineffective at controlling the stereochemical outcome of these reactions. Here, we report a synergistic photoenzymatic hydroarylation of olefins using flavin-dependent "ene"-reductases with ruthenium photoredox catalysts. Enzyme homologues were identified, which provide access to both product enantiomers in greater than 80% yield with up to 99:1 er. This method is effective for styrenyl- and unactivated alkenes, highlighting the generality of this approach. The highest yielding system involves a carboxylated photocatalyst with increased affinity for the enzyme. This work expands the types of radical intermediates that enzymes can use for stereoselective intermolecular coupling reactions.
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