ArticleScience advances2024
Synthesis of chiral sulfilimines by organocatalytic enantioselective sulfur alkylation of sulfenamides.
Article in Science advances, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- A General Platform for S-Stereogenic α-Fluoroalkyl S(IV/VI) Compounds via Enantioselective Radical Fluoroalkylation of Sulfenamides.Angewandte Chemie (International ed. in English) · 2026Article
- Iron-Catalyzed Asymmetric NHAngewandte Chemie (International ed. in English) · 2026Article
- Catalytic Enantioselective Construction of Carbon-Sulfur Bonds: Recent Advances and Future Perspectives.Molecules (Basel, Switzerland) · 2026Review
- Article
- Asymmetric Synthesis ofJournal of the American Chemical Society · 2026Article
- Chiral LiPS-LiTFSI dimers enabling biomimetic electrocatalysis in lithium||sulfur batteries.Nature communications · 2026Article
- Divergent Synthesis of Homoallylic and Allenic Sulfides, Selenides, and S,C-Sulfonium Ylides by Ruthenium Catalysis.Precision chemistry · 2026Article
- Enantioconvergent Access to Chiral S(VI) Stereocenters by Kinetic Resolution of Sulfonimidoyl Chlorides.Angewandte Chemie (International ed. in English) · 2026Article
- Asymmetric synthesis of stereogenic-at-sulfur compounds via biocatalytic oxidation with Unspecific Peroxygenases.Nature communications · 2025Article
- Studies on the Mechanism of Styrene Elimination from Sulfilimines: Hammett and Kinetic Isotope Effect Analysis and Computation.The Journal of organic chemistry · 2025Article
- Asymmetric catalytic reductive transformation of S(VI) to S(IV) for modular access to S(IV)-stereogenic sulfilimine derivatives.Science advances · 2025Article
- Catalytic synthesis of chiral sulfinimidate esters via oxidative esterification of sulfenamides.Nature communications · 2025Article
- Chemoselective Electrochemical Coupling of Thioethers and Primary Amines for Accessing Sulfilimines and Sulfoximines.Journal of the American Chemical Society · 2025Article
- Ruthenium-Catalyzed Enantioselective Alkylation of Sulfenamides: A General Approach for the Synthesis of Drug RelevantJournal of the American Chemical Society · 2025Article
- Assembly of (hetero)aryl sulfilimines via copper-catalyzed enantioselective S-arylation of sulfenamides with (hetero)aryl Iodides.Nature communications · 2025Article
- Sulfilimines from a Medicinal Chemist's Perspective: Physicochemical and in Vitro Parameters Relevant for Drug Discovery.Journal of medicinal chemistry · 2025Article
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Sulfilimines are versatile synthetic intermediates and important moieties in bioactive molecules. However, their applications in drug discovery are underexplored, and efficient asymmetric synthetic methods are highly desirable. Here, we report a transition metal-free pentanidium-catalyzed sulfur alkylation of sulfenamides with exclusive chemoselectivity over nitrogen and high enantioselectivity. The reaction conditions were mild, and a wide range of enantioenriched aryl and alkyl sulfilimines were obtained. The synthetic utility and practicability of this robust protocol were further demonstrated through gram-scale reactions and late-stage functionalization of drugs.
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