ArticleJournal of the American Chemical Society2020
Ketone Synthesis from Benzyldiboronates and Esters: Leveraging α-Boryl Carbanions for Carbon-Carbon Bond Formation.
Article in Journal of the American Chemical Society, 2020. 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, 75 citations in OpenAlex.
- Enantioenriched Alkylboron Synthesis Via a Chiral Diborylalkane Platform.Journal of the American Chemical Society · 2026Article
- Transition Metal-Free Borata-Alkene/Alkyne Metathesis Enables Access to Cyclopentenes.Angewandte Chemie (International ed. in English) · 2026Article
- Direct Carboboration of Aryl Alkenes with Stable Organoborons Through Ziegler-Type Addition.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Synthesis of chiral germanium center enabled by poly-deborylative alkylation and desymmetrization.Nature communications · 2025Article
- Selectivity Effects of Hydrogen Acceptors and Catalyst Structures in Alcohol Oxidations Using (Cyclopentadienone)iron Tricarbonyl Compounds.The Journal of organic chemistry · 2025Article
- Convenient alternative synthesis of theBeilstein journal of organic chemistry · 2025Article
- Enantioconvergent Cross-Nucleophile Coupling: Copper-Catalyzed Deborylative Cyanation.Angewandte Chemie (International ed. in English) · 2024Article
- Organocatalytic Asymmetric Allylic Benzylborylation via Fluoride-Assisted Catalytic Generation of α-Boryl Carbanionic Intermediates.Organic letters · 2024Article
- One pot conversion of phenols and anilines to aldehydes and ketones exploiting α gem boryl carbanions.Nature communications · 2024Article
- Base-mediated C-B bond activation of benzylic boronate for the rapid construction of β-silyl/boryl functionalized 1,1-diarylalkanes from aromatic alkenes.Chemical science · 2023Article
- Synthesis of Quaternary and Tertiary Carbon-Substituted Arenes by Lewis Base Promoted Site-Selective Coupling with Allylic Nucleophiles.Angewandte Chemie (International ed. in English) · 2023Article
- Facile preparation of organosilanes from benzylboronates andChemical science · 2023Article
- Synthesis of 3-borylated cyclobutanols from epihalohydrins or epoxy alcohol derivatives.Chemical science · 2023Article
- Exploring benzylicChemical science · 2021Article
- Restoration of catalytic activity by the preservation of ligand structure: Cu-catalysed asymmetric conjugate addition with 1,1-diborylmethane.Chemical science · 2021Article
- Cobalt-catalyzed deoxygenative triborylation of allylic ethers to access 1,1,3-triborylalkanes.Nature communications · 2020Article
- Deoxygenative α-alkylation and α-arylation of 1,2-dicarbonyls.Chemical science · 2020Article
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2 authors at 1 institution in 1 country.
Funding
Abstract
An alkoxide-promoted method for the synthesis of ketones from readily available esters and benzyldiboronates is described. The synthetic method is compatible with a host of sterically differentiated alkyl groups, alkenes, acidic protons α to carbonyl groups, tertiary amides, and aryl rings having common organic functional groups. With esters bearing α-stereocenters, high enantiomeric excess was maintained during ketone formation, establishing minimal competing racemization by deprotonation. Monitoring the reaction between benzyldiboronate and LiO
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