ArticleJournal of the American Chemical Society2020
Electroreductive Olefin-Ketone Coupling.
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 42 papers.
What it found
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The trial behind it
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Who cites it
42 citing papers in PubMed.
- Intermolecular Reductive Coupling of Ketones and Alkenes under Ferrioxalate Photocatalysis.Journal of the American Chemical Society · 2026Article
- Redox-neutral ketone-olefin coupling enabled by mild ketone-to-ketyl-type radical conversion.Nature chemistry · 2026Article
- Aldehyde-Olefin Couplings by Photoinduced Reduction of Electron-Deficient Olefins with Hantzsch Ester Anions.Angewandte Chemie (International ed. in English) · 2026Article
- Asymmetric Total Synthesis of (-)-Verrucarol.Angewandte Chemie (International ed. in English) · 2026Article
- Electrolyte-Guided Selectivity Unlocks Pathway Control in Electrochemical Olefin Functionalization.Journal of the American Chemical Society · 2026Article
- Recent Advances in the High-Value Conversion of Alkenes Induced by Electrochemistry.Molecules (Basel, Switzerland) · 2026Review
- Electrolysis-Assisted Reduction of Dimethylformamide for Unactivated Alkene Functionalizations.Journal of the American Chemical Society · 2026Article
- Electrochemically deuterated silane synthesis with DScience advances · 2026Article
- Virtual Ligand-Assisted Screening for the Generation of Ketyl Radicals from Alkyl Ketones via Photoexcited Palladium Catalysis.Journal of the American Chemical Society · 2025Article
- Enantioselective electroreductive alkyne-aldehyde coupling.Nature communications · 2025Article
- Article
- Cathodic tandem alkylation/dearomatization of heterocycles enabled by Al-facilitated carbonyl deoxygenation.Nature communications · 2025Article
- A General Hydrotrifluoromethylation of Unactivated Olefins Enabled by Voltage-Gated Electrosynthesis.Angewandte Chemie (International ed. in English) · 2025Article
- Stereoselective amino alcohol synthesis via chemoselective electrocatalytic radical cross-couplings.Nature chemistry · 2025Article
- Catalytic Aldehyde-Alkyne Couplings Triggered by Ketyl Radicals.Organic letters · 2024Article
- Aldehyde-Olefin Couplings Via Sulfoxylate-Mediated Oxidative Generation of Ketyl Radical Anions.Journal of the American Chemical Society · 2024Article
- The merger of electro-reduction and hydrogen bonding activation for a radical Smiles rearrangement.Chemical science · 2024Article
- Mild ketyl radical generation and coupling with alkynes enabled by Cr catalysis: stereoselective access toChemical science · 2024Article
- A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis.Beilstein journal of organic chemistry · 2024Review
- Electroreductive hydroxy fluorosulfonylation of alkenes.Nature communications · 2023Article
Corrections and comments
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Authors and funding
10 authors.
Funding
Abstract
A user-friendly approach is presented to sidestep the venerable Grignard addition to unactivated ketones to access tertiary alcohols by reversing the polarity of the disconnection. In this work a ketone instead acts as a nucleophile when adding to simple unactivated olefins to accomplish the same overall transformation. The scope of this coupling is broad as enabled using an electrochemical approach, and the reaction is scalable, chemoselective, and requires no precaution to exclude air or water. Multiple applications demonstrate the simplifying nature of the reaction on multistep synthesis, and mechanistic studies point to an intuitive mechanism reminiscent of other chemical reductants such as SmI
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.