ArticleNature communications2023
Ligand-controlled stereodivergent alkenylation of alkynes to access functionalized trans- and cis-1,3-dienes.
Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Programmable alkene skeleton construction via switchable radical and organometallic sorting.Nature chemistry · 2026Article
- Modular synthesis of trisubstituted olefins and 1,3-dienes from renewable alcohols via ligand-enabled nickel catalysis.Nature communications · 2026Article
- Enabling Fluoroalkyl-Sulfonylalkylation and Fluoroalkyl-Halogenation of Alkenes and Alkynes via Photoredox Catalysis.Journal of the American Chemical Society · 2026Article
- Synthesis of 1,3-Dienes from Alkenes via Alkenyl Thianthrenium Salts.Journal of the American Chemical Society · 2026Article
- Regio-reversed alkenyl-arylation of ynamidesChemical science · 2026Article
- Recent Advances in Single-Electron-Transfer-Mediated Carbonylation.Chemical reviews · 2026Review
- Application of Asymmetric Catalysis in theJournal of the American Chemical Society · 2025Article
- Catalyst-controlled stereodivergent synthesis of polysubstituted alkenes.Nature communications · 2025Article
- Article
- The stereo-divergent functionalization of alkynes: a comprehensive review.RSC advances · 2025Review
- Enantioselective construction of C-B axially chiral alkenylborons by nickel-catalyzed radical relayed reductive coupling.Nature communications · 2024Article
- Carbosulfonylation of Alkynes: A Direct Conversion of sp-C to spOrganic letters · 2024Article
- Recent advances in the application of alkynes in multicomponent reactions.RSC advances · 2024Review
- Iterative Dual-Metal and Energy Transfer Catalysis Enables Stereodivergence in Alkyne Difunctionalization: Carboboration as Case Study.ACS catalysis · 2023Article
- Divergent 1,2-carboallylation of terminal alkynes enabled by metallaphotoredox catalysis with switchable triplet energy transfer.Chemical science · 2023Article
- Diastereodivergent Catalysis.JACS Au · 2023Review
- Remote Radical 1,3-, 1,4-, 1,5-, 1,6- and 1,7-Difunctionalization Reactions.Molecules (Basel, Switzerland) · 2023Review
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Authors and funding
7 authors.
Funding
Abstract
Precise stereocontrol of functionalized alkenes represents a long-standing research topic in organic synthesis. Nevertheless, the development of a catalytic, easily tunable synthetic approach for the stereodivergent synthesis of both E-selective and even more challenging Z-selective highly substituted 1,3-dienes from common substrates remains underexploited. Here, we report a photoredox and nickel dual catalytic strategy for the stereodivergent sulfonylalkenylation of terminal alkynes with vinyl triflates and sodium sulfinates under mild conditions. With a judicious choice of simple nickel catalyst and ligand, this method enables efficient and divergent access to both Z- and E-sulfonyl-1,3-dienes from the same set of simple starting materials. This method features broad substrate scope, good functional compatibility, and excellent chemo-, regio-, and stereoselectivity. Experimental and DFT mechanistic studies offer insights into the observed divergent stereoselectivity controlled by ligands.
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Registered trials
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