ArticleNature chemistry2024
Enantioselective construction of stereogenic-at-sulfur(IV) centres via catalytic acyl transfer sulfinylation.
Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed.
- Enantioselective synthesis of sulfondiimidoyl fluoridesChemical science · 2026Article
- Catalytic Enantioselective Construction of Carbon-Sulfur Bonds: Recent Advances and Future Perspectives.Molecules (Basel, Switzerland) · 2026Review
- Modular Assembly of Macrocyclic Sulfonamides via Consecutive Cascade Ring Expansion Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Asymmetric Synthesis ofJournal of the American Chemical Society · 2026Article
- Catalytic asymmetric sulfonimidoyl transfer to access chiral sulfonimidoyl fluorides and related derivatives.Nature chemistry · 2026Article
- Enantioconvergent Access to Chiral S(VI) Stereocenters by Kinetic Resolution of Sulfonimidoyl Chlorides.Angewandte Chemie (International ed. in English) · 2026Article
- Biocatalytic Enantioselective Oxidation ofOrganic letters · 2026Article
- Asymmetric synthesis of stereogenic-at-sulfur compounds via biocatalytic oxidation with Unspecific Peroxygenases.Nature communications · 2025Article
- Construction of sulfur stereocentres by asymmetric geminate recasting.Nature chemistry · 2025Article
- Copper-Catalyzed Asymmetric Cyclizative Sulfinamidation: Forging Indole-Based Stereogenic Sulfur(IV) Centers and Atropisomeric Chirality.ACS central science · 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
- Organocatalytic kinetic resolution of sulfinamides by N/O exchange.Nature communications · 2025Article
- Ruthenium-Catalyzed Enantioselective Alkylation of Sulfenamides: A General Approach for the Synthesis of Drug RelevantJournal of the American Chemical Society · 2025Article
- Asymmetric reductive arylation and alkenylation to access S-chirogenic sulfinamides.Nature communications · 2025Article
- Photoredox-catalyzed deoxygenative radical transformation of alcohols to sulfinamides.RSC advances · 2025Article
- Strategic Synthesis of Sulfinamides as Versatile S(IV) Intermediates.ACS organic & inorganic Au · 2025Review
- Reductive sulfinylation by nucleophilic chain isomerization of sulfonylpyridinium.Nature communications · 2025Article
- Synthesis of Thiaphenanthridinones from Sulfinate Esters and 2-Borylanilines.Organic letters · 2024Article
- Enantioselective S-Alkylation of Sulfenamides by Phase-Transfer Catalysis.Angewandte Chemie (International ed. in English) · 2024Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Chiral sulfur pharmacophores are crucial for drug discovery in bioscience and medicinal chemistry. While the catalytic asymmetric synthesis of sulfoxides and sulfinate esters with stereogenic-at-sulfur(IV) centres is well developed, the synthesis of chiral sulfinamides remains challenging, which has primarily been attributed to the high nucleophilicity and competing reactions of amines. In this study, we have developed an efficient methodology for the catalytic asymmetric synthesis of chiral sulfinamides and sulfinate esters by the sulfinylation of diverse nucleophiles, including aromatic amines and alcohols, using our bifunctional chiral 4-arylpyridine N-oxides as catalysts. The remarkable results are a testament to the efficiency, versatility and broad applicability of the developed synthetic approach, serving as a valuable tool for the synthesis of sulfur pharmacophores. Mechanistic experiments and density functional theory calculations revealed that the initiation and stereocontrol of this reaction are induced by an acyl transfer catalyst. Our research provides an efficient approach for the construction of optically pure sulfur(IV) centres.
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Registered trials
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