ArticleJournal of the American Chemical Society2020
Catalytic Hydroxycyclopropanol Ring-Opening Carbonylative Lactonization to Fused Bicyclic Lactones.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 53 citations in OpenAlex.
- Total Synthesis of (±)-Stemocurtisine via Catalytic Carbonylation.Journal of the American Chemical Society · 2026Article
- Cyclopropanol can function as a caged dual-functional warhead for selective electrochemical bioconjugation.Nature chemistry · 2026Article
- Ten-Step Total Synthesis of (±)-Phaeocaulisin A Enabled by Cyclopropanol Ring-Opening Carbonylation.Journal of the American Chemical Society · 2024Article
- Catalytic asymmetric intramolecular propargylation of cyclopropanols to access the cuparane core.Chemical science · 2024Article
- Palladium-catalyzed selective C-C bond cleavage of keto-vinylidenecyclopropanes: construction of structurally rich dihydrofurans and tetrahydrofurans.Chemical science · 2024Article
- EtAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Convergent and Efficient Total Synthesis of (+)-Heilonine Enabled by C-H Functionalizations.Journal of the American Chemical Society · 2024Article
- Uracil-Cu(i) catalyst: allylation of cyclopropanols with Morita-Baylis-Hillman alcohols under water-tolerant conditions.Chemical science · 2024Article
- Palladium-Catalyzed Carbonylations: Application in Complex Natural Product Total Synthesis and Recent Developments.The Journal of organic chemistry · 2023Review
- Redox-neutral manganese-catalyzed synthesis of 1-pyrrolines.Chemical science · 2022Article
- Catalysis-Enabled Concise and Stereoselective Total Synthesis of the Tricyclic Prostaglandin DAngewandte Chemie (International ed. in English) · 2022Article
- Cu-catalyzed hydroxycyclopropanol ring-opening cyclization to tetrahydrofurans and tetrahydropyrans: short total syntheses of hyperiones.Chemical science · 2020Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
A novel palladium-catalyzed ring opening carbonylative lactonization of readily available hydroxycyclopropanols was developed to efficiently synthesize tetrahydrofuran (THF) or tetrahydropyran (THP)-fused bicyclic γ-lactones, two privileged scaffolds often found in natural products. The reaction features mild reaction conditions, good functional group tolerability, and scalability. Its application was demonstrated in a short total synthesis of (±)-paeonilide. The fused bicyclic γ-lactone products can be easily diversified to other medicinally important scaffolds, which further broadens the application of this new carbonylation method.
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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.