ArticleNature catalysis2018
Selective and synergistic cobalt(III)-catalyzed three-component C-H bond addition to dienes and aldehydes.
Article in Nature catalysis, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Visible Light Promoted Alkenyl C-H Bond Addition to Dienes and Aldehydes for the Synthesis of Frameworks Relevant to Polyketide Natural Products.ACS catalysis · 2026Article
- C-H Activation and Sequential Addition to Dienes and Imines: Synthesis of Amines withACS catalysis · 2024Article
- Synthesis of α-Quaternary Amides via Cp*Co(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Dienes and Isocyanates.Organic letters · 2024Article
- Three-component carboformylation: α-quaternary aldehyde synthesisChemical science · 2022Article
- C-H Activation by Isolable Cationic Bis(phosphine) Cobalt(III) Metallacycles.Journal of the American Chemical Society · 2022Article
- C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.Chemical Society reviews · 2022Review
- Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Enynes and Aldehydes.Angewandte Chemie (International ed. in English) · 2022Article
- Three-Component Coupling of Arenes, Ethylene, and Alkynes Catalyzed by a Cationic Bis(phosphine) Cobalt Complex: Intercepting Metallacyclopentenes for C-H Functionalization.Journal of the American Chemical Society · 2022Article
- Synthesis of Nitrile Bearing Acyclic Quaternary Centers through Co(III)-Catalyzed Sequential C-H Bond Addition to Dienes and N-Cyanosuccinimide.Angewandte Chemie (International ed. in English) · 2021Article
- On the application of 3d metals for C-H activation toward bioactive compounds: The key step for the synthesis of silver bullets.Beilstein journal of organic chemistry · 2021Review
- Cp*Co(III)-Catalyzed C-H Hydroarylation of Alkynes and Alkenes and Beyond: A Versatile Synthetic Tool.ACS omega · 2020Review
- Cobalt(III)-Catalyzed Diastereoselective Three-Component C-H Bond Addition to Butadiene and Activated Ketones.Synthesis · 2020Article
- Synthesis of Homoallylic Alcohols with Acyclic Quaternary Centers through CoAngewandte Chemie (International ed. in English) · 2019Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Two-component C-H bond additions to a large variety of coupling partners have been developed with applications towards materials, natural product and drug synthesis. Sequential three-component C-H bond addition across two different coupling partners potentially enables the convergent synthesis of complex molecular scaffolds from simple precursors. Here, we report three-component Co(III)-catalyzed C-H bond additions to dienes and aldehydes that proceeds with high regio- and stereoselectivity resulting in two new carbon-carbon σ-bonds and from four to six new stereocenters. The reaction relies on the synergistic reactivity of the diene and aldehyde with neither undergoing C-H bond addition alone. A detailed mechanism is supported by X-ray structural characterization of a Co(III)-allyl intermediate, observed transfer of stereochemical information, and kinetic isotope studies. The applicability of the method to biologically relevant molecules is exemplified by the rapid synthesis of the western fragment of the complex ionophore antibiotic lasalocid A.
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Registered trials
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