ArticleJournal of the American Chemical Society2023
A Catalytic Asymmetric Hydrolactonization.
Article in Journal of the American Chemical Society, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed, 45 citations in OpenAlex.
- Chemo-, Diastereo-, and Enantioselective Radical Cyclization of Enals to Access Cyclopentanols Bearing an α-Quaternary Center.Angewandte Chemie (International ed. in English) · 2026Article
- Catalytic Asymmetric Cationic Geranyl Cyclizations.Journal of the American Chemical Society · 2026Article
- Article
- Catalytic Asymmetric Hydration of Alkenes.Journal of the American Chemical Society · 2026Article
- Mild Direct Remote Hydroxylation of Enals in Air.The Journal of organic chemistry · 2026Article
- Trash or treasure? Unlocking dark matter of enantiomeric natural products in innovative drugs discovery for potent angiogenesis inhibitors.Marine life science & technology · 2026Article
- Catalytic Asymmetric Ionic Hydrogenation of α-Alkyl Styrenes.Journal of the American Chemical Society · 2025Article
- Synthesis of α-Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Dienes and Isocyanates.Organic letters · 2024Article
- Article
- Divergent functionalization of alkenes enabled by photoredox activation of CDFA and α-halo carboxylic acids.Chemical science · 2024Article
- Article
- Ligand-Enabled Double γ-C(spAngewandte Chemie (International ed. in English) · 2023Article
- Light-Driven Enantioselective Carbene-Catalyzed Radical-Radical Coupling.Angewandte Chemie (International ed. in English) · 2023Article
Corrections and comments
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Authors and funding
7 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Despite recent advancements in the development of catalytic asymmetric electrophile induced lactonization reactions of olefinic carboxylic acids, the archetypical hydrolactonization has long remained an unsolved and well-recognized challenge. Here, we report the realization of a catalytic asymmetric hydrolactonization using a confined imidodiphosphorimidate (IDPi) Brønsted acid catalyst. The method is operationally simple, scalable, and compatible with a wide variety of substrates. Its potential is showcased with concise syntheses of the sesquiterpenes (-)-boivinianin A and (+)-gossonorol. Through in-depth physicochemical and DFT analyses, we derive a nuanced picture of the mechanism and enantioselectivity of this reaction.
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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.