ArticleAngewandte Chemie (International ed. in English)2017
Forging Fluorine-Containing Quaternary Stereocenters by a Light-Driven Organocatalytic Aldol Desymmetrization Process.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Isochromane-3,4-diones in Direct Vinylogous Aldol Reaction: Scope and Limitations.Molecules (Basel, Switzerland) · 2026Article
- NickelChemical science · 2022Article
- Asymmetric Photocatalysis Enabled by Chiral Organocatalysts.ChemCatChem · 2022Article
- Asymmetric total synthesis of (+)-xestoquinone and (+)-adociaquinones A and B.Chemical science · 2021Article
- Desymmetrization of Cyclic 1,3-Diketones underResearch (Washington, D.C.) · 2021Article
- Synthesis of bridged tricyclo[5.2.1.0Nature communications · 2020Article
- Light-Triggered Catalytic Asymmetric Allylic Benzylation with PhotogeneratedThe Journal of organic chemistry · 2020Article
- New Developments of the Principle of Vinylogy as Applied to π-Extended Enolate-Type Donor Systems.Chemical reviews · 2020Article
- N-Heterocyclic Carbene Catalyzed Photoenolization/Diels-Alder Reaction of Acid Fluorides.Angewandte Chemie (International ed. in English) · 2020Article
- Formal enantioconvergent substitution of alkyl halides via catalytic asymmetric photoredox radical coupling.Nature communications · 2018Article
- Forging Fluorine-Containing Quaternary Stereocenters by a Light-Driven Organocatalytic Aldol Desymmetrization Process.Angewandte Chemie (International ed. in English) · 2017Article
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Reported herein is a light-triggered organocatalytic strategy for the desymmetrization of achiral 2-fluoro-substituted cyclopentane-1,3-diketones. The chemistry is based on an intermolecular aldol reaction of photochemically generated hydroxy-o-quinodimethanes and simultaneously forges two adjacent fully substituted carbon stereocenters, with one bearing a stereogenic carbon-fluorine unit. The method uses readily available substrates, a simple chiral organocatalyst, and mild reaction conditions to afford an array of highly functionalized chiral 2-fluoro-3-hydroxycyclopentanones.
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