ArticleJournal of the American Chemical Society2015
Expedient Access to 2,3-Dihydropyridines from Unsaturated Oximes by Rh(III)-Catalyzed C-H Activation.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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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.
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Who cites it
18 citing papers in PubMed.
- Microbial production of high octane and high sensitivity olefinic ester biofuels.Biotechnology for biofuels and bioproducts · 2023Article
- Rhodium-Catalyzed C-H Alkenylation/Electrocyclization Cascade Provides Dihydropyridines That Serve as Versatile Intermediates to Diverse Nitrogen Heterocycles.Accounts of chemical research · 2021Review
- Hexafluoroisopropanol: the magical solvent for Pd-catalyzed C-H activation.Chemical science · 2021Review
- Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.Topics in current chemistry (Cham) · 2021Review
- Expedient access to saturated nitrogen heterocycles by photoredox cyclization of imino-tethered dihydropyridines.Chemical science · 2019Article
- Asymmetric δ-Lactam Synthesis with a Monomeric Streptavidin Artificial Metalloenzyme.Journal of the American Chemical Society · 2019Article
- Mild complexation protocol for chiral CpChemical science · 2019Article
- Modular Access to Azepines by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes.Journal of the American Chemical Society · 2018Article
- Electronic and Steric Tuning of a Prototypical Piano Stool Complex: Rh(III) Catalysis for C-H Functionalization.Accounts of chemical research · 2018Review
- A β-Carbon elimination strategy for convenientChemical science · 2017Article
- Heptamethylindenyl (Ind*) enables diastereoselective benzamidation of cyclopropenesChemical science · 2017Article
- Correlating Reactivity and Selectivity to Cyclopentadienyl Ligand Properties in Rh(III)-Catalyzed C-H Activation Reactions: An Experimental and Computational Study.Journal of the American Chemical Society · 2017Article
- Rh(III)-Catalyzed C-H Bond Addition/Amine-Mediated Cyclization of Bis-Michael Acceptors.Organic letters · 2016Article
- Convergent Synthesis of Diverse Nitrogen Heterocycles via Rh(III)-Catalyzed C-H Conjugate Addition/Cyclization Reactions.Organic letters · 2016Article
- Overcoming naphthoquinone deactivation: rhodium-catalyzed C-5 selective C-H iodination as a gateway to functionalized derivatives.Chemical science · 2016Article
- Palladium(II)-Catalyzed Annulation betweenACS catalysis · 2016Article
- Synthesis and Utility of Dihydropyridine Boronic Esters.Angewandte Chemie (International ed. in English) · 2016Article
- Catalytic Kinetic Resolution of Disubstituted Piperidines by Enantioselective Acylation: Synthetic Utility and Mechanistic Insights.Journal of the American Chemical Society · 2015Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
α,β-Unsaturated oxime pivalates are proposed to undergo reversible C(sp(2))-H insertion with cationic Rh(III) complexes to furnish five-membered metallacycles. In the presence of 1,1-disubstituted olefins, these species participate in irreversible migratory insertion to give, after reductive elimination, 2,3-dihydropyridine products in good yields. Catalytic hydrogenation can then be used to convert these molecules into piperidines, which are important structural components of numerous pharmaceuticals.
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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.