ArticleScience (New York, N.Y.)2022
Enantioselective hydrogen-bond-donor catalysis to access diverse stereogenic-at-P(V) compounds.
Article in Science (New York, N.Y.), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
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Who cites it
26 citing papers in PubMed.
- Controlling phosphorus(v)-stereogenicityChemical science · 2026Article
- Enantiodivergent Carbon-Phosphorus Bond Formation via Enzymatic Carbene Insertion.Journal of the American Chemical Society · 2026Article
- Article
- Stereoselective additions to alkenylphosphonium salts for the synthesis of P-stereogenic compounds.Chemical science · 2026Article
- E/Z Isomerization-Enabled Conversion from Dual-Carbon to Single-Carbon Insertion into an Aromatic System.JACS Au · 2026Article
- Additive-Controlled Regioswitching in Ni-Catalyzed Enantioselective Hydrophosphination of Unactivated Alkenes.Journal of the American Chemical Society · 2026Article
- The organophosphorus synthesis triangle: introducing methods for the missing quaternization and de-quaternization routes.Chemical science · 2026Article
- P-Chiral Organophosphorus Compounds: Synthesis, Mechanism, and Applications.Chemistry, an Asian journal · 2026Review
- Stepwise-controllable catalytic asymmetric Atherton-Todd reaction to access diverse P(V)-stereogenic compounds.Nature chemistry · 2026Article
- Construction of sulfur stereocentres by asymmetric geminate recasting.Nature chemistry · 2025Article
- Pathway to P(V)-Stereogenic Phosphoramidates by Enantioselective Yttrium Catalysis.Journal of the American Chemical Society · 2025Article
- Phase-transfer-catalyst enabled enantioselective C-N coupling to access chiral boron-stereogenic BODIPYs.Nature communications · 2025Article
- Hydrogen Bond Blueshifts in Nitrile Vibrational Spectra Are Dictated by Hydrogen Bond Geometry and Dynamics.JACS Au · 2024Article
- Rh-Catalyzed Enantioselective Single-Carbon Insertion of Alkenes.Journal of the American Chemical Society · 2024Article
- Catalysis of an SNature · 2024Article
- Article
- Tandem catalysis enables chlorine-containing waste as chlorination reagents.Nature chemistry · 2024Article
- Enantioselective sulfur(VI) fluoride exchange reaction of iminosulfur oxydifluorides.Nature chemistry · 2024Article
- Catalyst control over pentavalent stereocentres.Nature communications · 2023Article
- Development of Enantioselective Lithium-Isothiourea-Boronate-Catalyzed Matteson Homologations.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023Article
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Abstract
The stereoselective synthesis of molecules bearing stereogenic phosphorus(V) centers represents an enduring challenge in organic chemistry. Although stereospecific nucleophilic substitution at P(V) provides a general strategy for elaborating optically active P(V) compounds, existing methods for accessing the requisite chiral building blocks rely almost entirely on diastereocontrol using chiral auxiliaries. Catalytic, enantioselective methods for the synthesis of synthetically versatile stereogenic P(V) building blocks offer an alternative approach to stereogenic-at-P(V) targets without requiring stoichiometric quantities of chiral control elements. Here, we report an enantioselective hydrogen-bond-donor-catalyzed synthesis of aryl chlorophosphonamidates and the development of these products as versatile chiral P(V) building blocks. We demonstrate that the two leaving groups on these chlorophosphonamidates can be displaced sequentially and stereospecifically to access a wide variety of stereogenic-at-P(V) compounds featuring diverse substitution patterns.
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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.