ArticleJournal of the American Chemical Society2023
Strain-Inducing Positional Alkene Isomerization.
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 9 papers.
What it found
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Who cites it
9 citing papers in PubMed.
- Synergistic decatungstate and Brønsted acid catalysis enables direct C-H indolation of alkanes and aldehydes.Chemical science · 2026Article
- Formation of Pyramidal Palladium Enhanced by B(CACS omega · 2025Article
- Kinetic Resolution of Heterocyclic Lactams by a Photocatalytic Cobalt-Catalyzed Dehydrogenation.Journal of the American Chemical Society · 2025Article
- Kinetics, Thermodynamics, and Emergence in Stereoediting Reactions.Accounts of chemical research · 2025Article
- Total Synthesis of (-)-Illisimonin A Enabled by Pattern Recognition and Olefin Transposition.Journal of the American Chemical Society · 2025Article
- Quinoline Quest: Kynurenic Acid Strategies for Next-Generation Therapeutics via Rational Drug Design.Pharmaceuticals (Basel, Switzerland) · 2025Review
- Dynamically Generated Carbenium Species via Photoisomerization of Cyclic Alkenes: Mild Friedel-Crafts Alkylation.The Journal of organic chemistry · 2025Article
- Photoinduced Pd-Catalyzed Direct Sulfonylation of Allylic C-H Bonds.Angewandte Chemie (International ed. in English) · 2025Article
- Recent advances in total synthesis of illisimonin A.Beilstein journal of organic chemistry · 2025Review
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Small, strained ring systems are important pharmacophores in medicinal chemistry and versatile intermediates in organic synthesis. However, the kinetic and thermodynamic instability of many strained organic molecules renders them challenging to prepare. Here, we report a strain-inducing positional alkene isomerization reaction that provides mild and selective access to cyclobutene building blocks from readily obtained cyclobutylidene precursors. This endergonic isomerization relies on the sequential and synergistic action of a decatungstate polyanion photocatalyst and cobaloxime co-catalyst to store potential energy in the form of ring strain. The versatility of the cyclobutene products is demonstrated through diverse subsequent strain-releasing transformations. Mechanistic studies reveal a steric basis for strain-selective product formation.
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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.