ArticleAngewandte Chemie (International ed. in English)2019
Vinylidenation of Organoboronic Esters Enabled by a Pd-Catalyzed Metallate Shift.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Catalytic C(spNature chemistry · 2025Article
- Atom-by-Atom Iterative Synthetic Logic: Laying the Foundation for Programmable Automated Construction of Small Organic Molecules.ACS central science · 2025Review
- Size-Programmable Matteson-Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones.Angewandte Chemie (International ed. in English) · 2025Article
- Article
- Synthesis of alkenyl boronates through stereoselective vinylene homologation of organoboronates.Nature synthesis · 2024Article
- Mechanistic Basis for the Iridium-Catalyzed Enantioselective Allylation of Alkenyl Boronates.Journal of the American Chemical Society · 2022Article
- α-Branched amines through radical coupling with 2-azaallyl anions, redox active esters and alkenes.Chemical science · 2022Article
- Three-component 1,2-carboamination of vinyl boronic estersChemical science · 2021Article
- 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
- Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol.Journal of the American Chemical Society · 2021Article
- Synthesis of 1,3-Bis-(boryl)alkanes through Boronic Ester Induced Consecutive Double 1,2-Migration.Angewandte Chemie (International ed. in English) · 2020Article
- Catalytic Enantioselective Synthesis of β-Allenyl Boronic Esters by Conjunctive Cross-Coupling with Propargylic Carbonates.ACS catalysis · 2019Article
- Hydrogen Atom Transfer Induced Boron Retaining Coupling of Organoboronic Esters and Organolithium Reagents.Journal of the American Chemical Society · 2019Article
- Reactions of organoboron compounds enabled by catalyst-promoted metalate shifts.Chemical Society reviews · 2019Article
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Authors and funding
4 authors.
Funding
Abstract
Organoboron "ate" complexes undergo a net vinyl insertion reaction to give 1,1-disubstituted alkenyl boronic esters when treated with stoichiometric allyl acetate and a palladium catalyst. Reactions that employ vinyllithium afforded good to excellent yields after one hour, while reactions that employ vinylmagnesium chloride furnished modest to good yields after 18 hours.
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Registered trials
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