ArticleNature chemistry2019
E- and Z-, di- and tri-substituted alkenyl nitriles through catalytic cross-metathesis.
Article in Nature chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Photocatalytic Synthesis of Aromatic Nitriles Using TiOAngewandte Chemie (International ed. in English) · 2026Article
- Divergent and programmable skeletal remodeling of complex macrocycles with a small method set.Science (New York, N.Y.) · 2026Article
- Light-driven toluene ammoxidation via mixture photocatalyst of halide perovskite CsScience advances · 2026Article
- Application of Asymmetric Catalysis in theJournal of the American Chemical Society · 2025Article
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- Application of the Horner-Wadsworth-Emmons Olefination in the Construction ofThe Journal of organic chemistry · 2025Article
- Recent Advances and Perspectives on Coupled Water Electrolysis for Energy-Saving Hydrogen Production.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Review
- Iron(II) Phthalocyanine-Catalyzed Olefination of Aldehydes with Diazoacetonitrile: A Novel Approach to Construct Alkenyl Nitriles.ACS omega · 2024Article
- Article
- E- and Z-trisubstituted macrocyclic alkenes for natural product synthesis and skeletal editing.Nature chemistry · 2022Article
- Stereodefined alkenes with a fluoro-chloro terminus as a uniquely enabling compound class.Nature chemistry · 2022Article
- Aryl acrylonitriles synthesis enabled by palladium-catalyzed α-alkenylation of arylacetonitriles with vinyl halides/triflates.Frontiers in chemistry · 2022Article
- Olefin Functionalization/Isomerization Enables Stereoselective Alkene Synthesis.Nature catalysis · 2021Article
- Olefin metathesis: what have we learned about homogeneous and heterogeneous catalysts from surface organometallic chemistry?Chemical science · 2021Review
- Streamlined Catalytic Enantioselective Synthesis of α-Substituted β,γ-Unsaturated Ketones and Either of the Corresponding Tertiary Homoallylic Alcohol Diastereomers.Journal of the American Chemical Society · 2020Article
- "Canopy Catalysts" for Alkyne Metathesis: Molybdenum Alkylidyne Complexes with a Tripodal Ligand Framework.Journal of the American Chemical Society · 2020Article
- Cobalt-CatalyzedACS omega · 2020Article
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5 authors.
Funding
Abstract
Nitriles are found in many bioactive compounds, and are among the most versatile functional groups in organic chemistry. Despite many notable recent advances, however, there are no approaches that may be used for the preparation of di- or tri-substituted alkenyl nitriles. Related approaches that are broad in scope and can deliver the desired products in high stereoisomeric purity are especially scarce. Here, we describe the development of several efficient catalytic cross-metathesis strategies, which provide direct access to a considerable range of Z- or E-di-substituted cyano-substituted alkenes or their corresponding tri-substituted variants. Depending on the reaction type, a molybdenum-based monoaryloxide pyrrolide or chloride (MAC) complex may be the optimal choice. The utility of the approach, enhanced by an easy to apply protocol for utilization of substrates bearing an alcohol or a carboxylic acid moiety, is highlighted in the context of applications to the synthesis of biologically active compounds.
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