ArticleJournal of the American Chemical Society2014
Rh(III)-catalyzed cyclopropanation initiated by C-H activation: ligand development enables a diastereoselective [2 + 1] annulation of N-enoxyphthalimides and alkenes.
Article in Journal of the American Chemical Society, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
What it found
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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
26 citing papers in PubMed.
- Unified Synthesis Platform for 1,2,3-Trisubstituted Cyclopentadienyl Ligands Decouples Sterics from Electronics.Journal of the American Chemical Society · 2026Article
- Capturing Dichotomic Solvent Behavior in Solute-Solvent Reactions with Neural Network Potentials.Journal of chemical theory and computation · 2024Article
- Ligand-Metal Cooperation Enables Net Ring-Opening C-C Activation / Difunctionalization of Cyclopropyl Ketones.ACS catalysis · 2023Article
- Mapping Catalyst-Solvent Interplay in Competing Carboamination/Cyclopropanation Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Diversification of aliphatic C-H bonds in small molecules and polyolefins through radical chain transfer.Science (New York, N.Y.) · 2022Article
- 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
- Geminal group-directed olefinic C-H functionalization via four- to eight-membered exo-metallocycles.Nature communications · 2019Article
- A transition-metal-free & diazo-free styrene cyclopropanation.Chemical science · 2019Article
- Rh(III)-Catalyzed Cyclopropanation of Unactivated Olefins Initiated by C-H Activation.Synlett : accounts and rapid communications in synthetic organic chemistry · 2019Article
- Rh(III)-Catalyzed C-H Activation-Initiated Directed Cyclopropanation of Allylic Alcohols.Journal of the American Chemical Society · 2019Article
- Chiral cyclopentadienyl RhChemical science · 2019Article
- Mild complexation protocol for chiral CpChemical science · 2019Article
- Ru(II)-Catalyzed Oxidative Functionalization of Arylhydrazine-1,2-dicarboxylates with Internal Alkynes for the Synthesis of Enecarbamates.ACS omega · 2018Article
- Stereodivergent Rhodium(III)-Catalyzed cis-Cyclopropanation Enabled by Multivariate Optimization.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
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
N-Enoxyphthalimides undergo a Rh(III)-catalyzed C-H activation initiated cyclopropanation of electron deficient alkenes. The reaction is proposed to proceed via a directed activation of the olefinic C-H bond followed by two migratory insertions, first across the electron-deficient alkene and then by cyclization back onto the enol moiety. A newly designed isopropylcyclopentadienyl ligand drastically improves yield and diastereoselectivity.
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.