ArticleAngewandte Chemie (International ed. in English)2018
Synthesis of α-Chiral Ketones and Chiral Alkanes Using Radical Polar Crossover Reactions of Vinyl Boron Ate Complexes.
Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- Palladium-Catalyzed Gem-Diborylalkylation of Silyl Enol Ethers and N-Vinylacetamide via Diboryl Carbon-Centered Radicals.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Stereoselective polar radical crossover for the functionalization of strained-ring systems.Communications chemistry · 2024Article
- Photogeneration of α-Bimetalloid Radicals via Selective Activation of Multifunctional C1 Units.Journal of the American Chemical Society · 2024Article
- Decarboxylation of β-boryl NHPI esters enables radical 1,2-boron shift for the assembly of versatile organoborons.Nature communications · 2023Article
- The Impact of Boron Hybridisation on Photocatalytic Processes.Angewandte Chemie (International ed. in English) · 2022Review
- Annulative coupling of vinylboronic esters: aryne-triggered 1,2-metallate rearrangement.Chemical science · 2022Article
- Review
- Three-component 1,2-carboamination of vinyl boronic estersChemical science · 2021Article
- Synthesis of 1,3-Bis-(boryl)alkanes through Boronic Ester Induced Consecutive Double 1,2-Migration.Angewandte Chemie (International ed. in English) · 2020Article
- Radical-Induced 1,2-Migrations of Boron Ate Complexes.Advanced synthesis & catalysis · 2020Review
- Catalytic Enantioselective Synthesis of anti-Vicinal Silylboronates by Conjunctive Cross-Coupling.Angewandte Chemie (International ed. in English) · 2020Article
- 1,Journal of the American Chemical Society · 2020Article
- Recent Advances in Radical Addition to Alkenylboron Compounds.European journal of organic chemistry · 2020Article
- Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents.Angewandte Chemie (International ed. in English) · 2019Article
- Hydrogen Atom Transfer Induced Boron Retaining Coupling of Organoboronic Esters and Organolithium Reagents.Journal of the American Chemical Society · 2019Article
- Catalytic protodeboronation of pinacol boronic esters: formal anti-Markovnikov hydromethylation of alkenes.Chemical science · 2019Article
- Photoinitiated Three-Component α-Perfluoroalkyl-β-heteroarylation of Unactivated Alkenes via Electron Catalysis.Organic letters · 2019Article
- Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling.Angewandte Chemie (International ed. in English) · 2018Article
- Radical-Polar Crossover Reactions of Dienylboronate Complexes: Synthesis of Functionalized Allylboronic Esters.Organic letters · 2018Article
- Transition Metal-Free 1,2-Carboboration of Unactivated Alkenes.Journal of the American Chemical Society · 2018Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Vinyl boron ate complexes of enantioenriched secondary alkyl pinacolboronic esters undergo stereospecific radical-induced 1,2-migration in radical polar crossover reactions. In this three-component process various commercially available alkyl iodides act as radical precursors and light is used for chain initiation. Subsequent oxidation and protodeborylation leads to valuable α-chiral ketones and chiral alkanes, respectively, with excellent enantiopurity.
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.