ArticleAngewandte Chemie (International ed. in English)2019
Cycloadditions of Oxacyclic Allenes and a Catalytic Asymmetric Entryway to Enantioenriched Cyclic Allenes.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
27 citing papers in PubMed.
- Tandem cyclohexen-3-yne and 1,2,3-cyclohexatriene reactions.Nature communications · 2026Article
- Diradical Character of Cyclic Allenes Enables Their Thermal (2 + 2) Cycloadditions.Journal of the American Chemical Society · 2026Article
- Development of a Vinylated Cyclic Allene: A Fleeting Strained Diene for the Diels-Alder Reaction.Angewandte Chemie (International ed. in English) · 2025Article
- A solution to the anti-Bredt olefin synthesis problem.Science (New York, N.Y.) · 2024Article
- Total Synthesis of Lissodendoric Acid A.Angewandte Chemie (International ed. in English) · 2024Article
- Diels-Alder Cycloadditions of Oxacyclic Allenes and α-Pyrones.Organic letters · 2024Article
- The Pan-Canadian Chemical Library: A Mechanism to Open Academic Chemistry to High-Throughput Virtual Screening.Scientific data · 2024Article
- Access to Complex Scaffolds Through [2 + 2] Cycloadditions of Strained Cyclic Allenes.Journal of the American Chemical Society · 2024Article
- A Cascade of Strain-Driven Events Converting Benzynes to Alkynylbenzocyclobutenes to 1,3-Dien-5-ynes to Cyclic Allenes to Benzocyclohexadienones.Journal of the American Chemical Society · 2024Article
- Generation and reactivity of unsymmetrical strained heterocyclic allenes.Nature synthesis · 2024Article
- Cyclic Allene Approach to the Manzamine Alkaloid Keramaphidin B.Organic letters · 2023Article
- Catalyst-Controlled Annulations of Strained Cyclic Allenes with π-Allylpalladium Complexes.Journal of the American Chemical Society · 2023Article
- A Distinct Mode of Strain-Driven Cyclic Allene Reactivity: Group Migration to the Central Allene Carbon Atom.Journal of the American Chemical Society · 2023Article
- Total synthesis of lissodendoric acid A via stereospecific trapping of a strained cyclic allene.Science (New York, N.Y.) · 2023Article
- Efficient and Accurate Description of Diels-Alder Reactions Using Density Functional Theory.Chemphyschem : a European journal of chemical physics and physical chemistry · 2022Article
- Merging Metals and Strained Intermediates.Chem catalysis · 2022Article
- Interception of 1,2-cyclohexadiene with TEMPO radical.Tetrahedron letters · 2021Article
- Review
- Palladium-Catalyzed Annulations of Strained Cyclic Allenes.Journal of the American Chemical Society · 2021Article
- Origins of Endo Selectivity in Diels-Alder Reactions of Cyclic Allene Dienophiles.Angewandte Chemie (International ed. in English) · 2021Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
7 authors.
Funding
Abstract
The chemistry of strained cyclic alkynes has undergone a renaissance over the past two decades. However, a related species, strained cyclic allenes, especially heterocyclic derivatives, have only recently resurfaced and represent another class of valuable intermediates. We report a mild and facile means to generate the parent 3,4-oxacyclic allene from a readily accessible silyl triflate precursor, and then trap it in (4+2), (3+2), and (2+2) reactions to provide a variety of cycloadducts. In addition, we describe a catalytic, decarboxylative asymmetric allylic alkylation performed on an α-silylated substrate, to ultimately permit access to an enantioenriched allene. Generation and trapping of the enantioenriched cyclic allene occurs with complete transfer of stereochemical information in a Diels-Alder cycloaddition through a point-chirality, axial-chirality, point-chirality transfer process.
Indexed as
Identifiers
What OpenQuestion holds
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.