ArticleScience (New York, N.Y.)2016
Catalytic, asymmetric difluorination of alkenes to generate difluoromethylated stereocenters.
Article in Science (New York, N.Y.), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 69 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
69 citing papers in PubMed.
- Dyotropic Rearrangement of Hypervalent Iodine Species: Migrative Heterofunctionalization of Quaternary Carbons.Angewandte Chemie (International ed. in English) · 2026Article
- Direct Regioselective para-Fluorination via I(I)/I(III) Catalysis.Angewandte Chemie (International ed. in English) · 2026Article
- Enantioselective Geminal Olefin Disulfonoxylation.The Journal of organic chemistry · 2026Article
- Enantioselective Difluoromethylation of Unactivated Alkyl Halides via a Formal Nickel(II/IV) Cycle.Nature catalysis · 2026Article
- On the Nature of Improper Hydrogen Bonding in RCHAngewandte Chemie (International ed. in English) · 2026Article
- Difluorinative Cyclopropene Rearrangement by I(I)/I(III) Catalysis: Regio- and Stereoselective Synthesis of Allyl Difluorides.Angewandte Chemie (International ed. in English) · 2025Article
- Harnessing Phenonium Ions in Synthesis.Angewandte Chemie (International ed. in English) · 2025Review
- Enantioselective β-C-H Arylation of α-Fluoroalkyl Cyclopropane and Cyclobutane Carboxylic Acids.Journal of the American Chemical Society · 2025Article
- A practical photocatalytic strategy for radical (deuterio)difluoromethylation using imidazolium reagents.Chemical science · 2025Article
- Enantioselective Pd-Catalysed Nucleophilic C(spNature catalysis · 2025Article
- Synthesis of chiral difluoromethyl cyclopropanes through desymmetric difluoromethylation of cyclopropenes enabled by enantioselective copper catalysis.Nature synthesis · 2025Article
- CFNature communications · 2025Article
- Asymmetric Synthesis of 2-Arylethylamines: A Metal-Free Review of the New Millennium.Molecules (Basel, Switzerland) · 2024Review
- Highly Enantioselective Decarboxylative Difluoromethylation.Journal of the American Chemical Society · 2024Article
- Rh-Catalyzed Enantioselective Single-Carbon Insertion of Alkenes.Journal of the American Chemical Society · 2024Article
- Catalytic 1,1-diazidation of alkenes.Nature communications · 2024Article
- Reactivity of 1,3-enyne MIDA boronates: exploration of novel 1,2-alkyne shiftChemical science · 2024Article
- Copper-Catalyzed Regio- and Enantioselective Hydroboration of Difluoroalkyl-Substituted Internal Alkenes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2023Article
- Regioselective, catalytic 1,1-difluorination of enynes.Nature chemistry · 2023Article
- Chemoselective cycloisomerization of O-alkenylbenzamides via concomitant 1,2-aryl migration/elimination mediated by hypervalent iodine reagents.Communications chemistry · 2023Article
9 more citing papers are in PubMed but not listed here.
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
3 authors.
Funding
Abstract
Difluoromethyl groups possess specific steric and electronic properties that invite their use as chemically inert surrogates of alcohols, thiols, and other polar functional groups important in a wide assortment of molecular recognition processes. We report here a method for the catalytic, asymmetric, migratory geminal difluorination of β-substituted styrenes to access a variety of products bearing difluoromethylated tertiary or quaternary stereocenters. The reaction uses commercially available reagents (m-chloroperbenzoic acid and hydrogen fluoride pyridine) and a simple chiral aryl iodide catalyst and is carried out readily on a gram scale. Substituent effects and temperature-dependent variations in enantioselectivity suggest that cation-π interactions play an important role in stereodifferentiation by the catalyst.
Identifiers
What OpenQuestion holds
Registered trials
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.