ArticleAngewandte Chemie (International ed. in English)2020
Pd-Senphos Catalyzed trans-Selective Cyanoboration of 1,3-Enynes.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Synthesis and Characterization of anInorganic chemistry · 2026Article
- Catellani-Inspired BN-Aromatic Expansion: A Versatile Tool toward π-Extended 1,2-Azaborines with Tunable Photosensitizing Properties.Journal of the American Chemical Society · 2026Article
- Application of the Horner-Wadsworth-Emmons Olefination in the Construction ofThe Journal of organic chemistry · 2025Article
- Borataalkenes, boraalkenes, and the ηChemical Society reviews · 2024Review
- Asymmetric Friedel-Crafts reaction of unsaturated carbonyl-tethered heteroarenesChemical science · 2023Article
- Synthesis of Allenes by Hydroalkylation of 1,3-Enynes with Ketones Enabled by Cooperative Catalysis.Journal of the American Chemical Society · 2023Article
- Article
- AChemical science · 2023Article
- Mechanism of Pd/Senphos-CatalyzedThe Journal of organic chemistry · 2023Article
- Site-Selective (Z)-α-Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling.Angewandte Chemie (International ed. in English) · 2022Article
- The Rise of 1,4-BN-Heteroarenes: Synthesis, Properties, and Applications.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Review
- Stereodivergent Access to Trisubstituted Alkenylboronate Esters through Alkene Isomerization.Organic letters · 2021Article
- C-Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes.Angewandte Chemie (International ed. in English) · 2021Article
- Selectivity in the Elaboration of Bicyclic Borazarenes.Advanced synthesis & catalysis · 2021Article
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Authors and funding
3 authors.
Funding
Abstract
The first trans-selective cyanoboration reaction of an alkyne, specifically a 1,3-enyne, is described. The reported palladium-catalyzed cyanoboration of 1,3-enynes is site-, regio-, and diastereoselective, and is uniquely enabled by the 1,4-azaborine-based Senphos ligand structure. Tetra-substituted alkenyl nitriles are obtained providing useful boron-dienenitrile building blocks that can be further functionalized. The utility of our method has been demonstrated with the synthesis of Satigrel, an anti-platelet aggregating agent.
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