ArticleJournal of the American Chemical Society2015
Oxidatively Initiated NHC-Catalyzed Enantioselective Synthesis of 3,4-Disubstituted Cyclopentanones from Enals.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 19 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
19 citing papers in PubMed.
- Cooperative NHC and Photoredox Dual Catalysis for the Construction of Carbonyl Compounds.ACS omega · 2026Review
- Direct allylic acylation via cross-coupling involving cooperative N‑heterocyclic carbene, hydrogen atom transfer, and photoredox catalysis.Nature communications · 2023Article
- [3+2] Cycloaddition of alkyl aldehydes and alkynes enabled by photoinduced hydrogen atom transfer.Nature communications · 2022Article
- Three-component carboacylation of alkenesChemical science · 2022Article
- Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates.Organic letters · 2022Article
- Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.Nature communications · 2022Article
- Enantioselective functionalization at the C4 position of pyridinium salts through NHC catalysis.Nature communications · 2022Article
- Single-electron Carbene Catalysis in Redox Processes.Trends in chemistry · 2022Article
- Critical Assessment of the Reducing Ability of Breslow-type Derivatives and Implications for Carbene-Catalyzed Radical Reactions*.Angewandte Chemie (International ed. in English) · 2021Article
- Recent advances in the chemistry and applications of N-heterocyclic carbenes.Nature reviews. Chemistry · 2021Review
- Light opens a new window for N-heterocyclic carbene catalysis.Chemical science · 2020Review
- Recent advances in N-heterocyclic carbene-based radical catalysis.Chemical science · 2020Review
- Nickel-Catalyzed Three-Component Cycloadditions of Enoates, Alkynes, and Aldehydes.The Journal of organic chemistry · 2020Article
- N-Heterocyclic Carbene Catalyzed Photoenolization/Diels-Alder Reaction of Acid Fluorides.Angewandte Chemie (International ed. in English) · 2020Article
- Carbene-catalyzed enantioselective oxidative coupling of enals and di(hetero)arylmethanes.Chemical science · 2018Article
- EnantioselectiveChemical science · 2017Article
- A Rh(II)-catalyzed multicomponent reaction by trapping an α-amino enol intermediate in a traditional two-component reaction pathway.Science advances · 2017Article
- N-Heterocyclic carbene-catalyzed oxidative [3 + 2] annulation of dioxindoles and enals: cross coupling of homoenolate and enolate.Chemical science · 2017Article
- Carbene-catalysed reductive coupling of nitrobenzyl bromides and activated ketones or imines via single-electron-transfer process.Nature communications · 2016Article
Corrections and comments
- Erratum issued
Authors and funding
2 authors.
Funding
Abstract
An unprecedented N-heterocyclic carbene (NHC)-catalyzed annulation of enals to form 3,4-disubstituted cyclopentanones has been discovered. Aryl enals undergo dimerization in the presence of a single-electron oxidant to form C2 symmetric cyclopentanones. A cross-reaction has also been developed, allowing for the synthesis of differentially substituted cyclopentanones. Mechanistically, the reaction is thought to proceed through radical intermediates, further establishing the synthetic utility of this class of reactivity.
Indexed as
Identifiers
What OpenQuestion holds
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.