ArticleChemical science2021
Aldehyde-catalyzed epoxidation of unactivated alkenes with aqueous hydrogen peroxide.
Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
What it found
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Who cites it
9 citing papers in PubMed, 47 citations in OpenAlex.
- Photochemical Aerobic Upcycling of Polystyrene Plastics via Indium Salt-Mediated Synergistic Catalysis.ChemSusChem · 2026Article
- Serendipity-Driven Telescoped Synthesis of 2-Aryl Glycidic Esters from Aldehydes.Organic letters · 2026Article
- Research Progress in Epoxidation of Light Small-Molecule Olefins.Molecules (Basel, Switzerland) · 2025Review
- Enhanced Catalytic Performance of Sn Single-Atom Doped CuO with Oxygen Vacancies for Efficient Epoxidation of α-Olefins.Molecules (Basel, Switzerland) · 2025Article
- Maleic anhydride derivatives as catalysts forRSC advances · 2024Article
- Water co-catalysis in aerobic olefin epoxidation mediated by ruthenium oxo complexes.Chemical science · 2024Article
- Organocatalytic activation of hydrogen peroxide: towards green and sustainable oxidations.Chemical science · 2024Review
- Article
- Synthesis of Atropisomeric Two-Axis Systems by the Catalyst-Controlled syn- and anti-Selective Arene-Forming Aldol Condensation.Angewandte Chemie (International ed. in English) · 2022Article
Corrections and comments
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The organocatalytic epoxidation of unactivated alkenes using aqueous hydrogen peroxide provides various indispensable products and intermediates in a sustainable manner. While formyl functionalities typically undergo irreversible oxidations when activating an oxidant, an atropisomeric two-axis aldehyde capable of catalytic turnover was identified for high-yielding epoxidations of cyclic and acyclic alkenes. The relative configuration of the stereogenic axes of the catalyst and the resulting proximity of the aldehyde and backbone residues resulted in high catalytic efficiencies. Mechanistic studies support a non-radical alkene oxidation by an aldehyde-derived dioxirane intermediate generated from hydrogen peroxide through the Payne and Criegee intermediates.
Identifiers
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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.