ArticleJournal of the American Chemical Society2018
Biomimetic Desymmetrization of a Carboxylic Acid.
Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Halide Bond Assisted Double Desymmetrization of Meso-Dicarboxylic Acids with Symmetrical Olefins via Asymmetric Halogenation.Angewandte Chemie (International ed. in English) · 2026Article
- Remote difunctionalization of alkenes through a photocatalytically triggered radical clock and α-carbonyl carbocation generation.Communications chemistry · 2025Article
- Proton Relay Catalysis Enables the Synthesis of 2-Oxa- and 2-Azabicyclo[2.2.1]heptanes.Organic letters · 2025Article
- Switchable organocatalytic enantioselective sulfenocyclization of cyclohexadienes enabling chemodivergent access to chiral bicyclo[m.n.1] ring systems.Nature communications · 2025Article
- Intramolecular chaperone-assisted dual-anchoring activation (ICDA): a suitable preorganization for electrophilic halocyclization.Chemical science · 2024Article
- Palladium-catalyzed intramolecular aza-Wacker-type cyclization of vinyl cyclopropanecarboxamides to access conformationally restricted aza[3.1.0]bicycles.RSC advances · 2023Article
- A Catalytic Asymmetric Hydrolactonization.Journal of the American Chemical Society · 2023Article
- Base-Promoted Intramolecular Addition of Vinyl Cyclopropanecarboxamides to Access Conformationally Restricted Aza[3.1.0]bicycles.Molecules (Basel, Switzerland) · 2023Article
- Enantioselective iodolactonization to prepare ε-lactone rings using hypervalent iodine.Chemical science · 2022Article
- Association of Halogen Bonding and Hydrogen Bonding in Metal Acetate-Catalyzed Asymmetric Halolactonization.iScience · 2019Article
- The inverted ketene synthon: a double umpolung approach to enantioselective βChemical science · 2019Article
- Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by COJournal of the American Chemical Society · 2019Article
- Enantioselective Organocatalytic Amine-Isocyanate Capture-Cyclization: Regioselective Alkene Iodoamination for the Synthesis of Chiral Cyclic Ureas.ACS catalysis · 2018Article
- Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.The Journal of organic chemistry · 2018Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
The enantioselective desymmetrization of carboxylic acids by chiral Brønsted base catalysis is reported, leading to bridged bicyclic lactones with up to 94% ee. Crystallographic analysis of a substrate-catalyst complex suggests an origin of stereocontrol, reminiscent of functional Brønsted bases in biological settings, and enabled reaction optimization. The products contain an all-carbon quaternary stereocenter and can be derivatized to functionalized cyclopentanes.
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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.