ArticleNature communications2017
Organocatalytic atroposelective synthesis of axially chiral styrenes.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Organocatalytic asymmetric synthesis of atropisomeric tetraarylethenes: design, properties, and applications.Chemical science · 2026Article
- Stereogenic S‑Induced Generation of Axially Chiral Cyclic Vinyl Sulfinamides and Serendipitous Diastereomeric Enrichment.JACS Au · 2026Article
- Recent Advances in Organocatalytic Kinetic Resolution for the Synthesis of Axially Chiral Compounds.Molecules (Basel, Switzerland) · 2026Review
- Palladium-Catalyzed Asymmetric Carbonylation of Alkynes to Axially Chiral Carbothioate Esters.Journal of the American Chemical Society · 2025Article
- Palladium-catalyzed redox diversified entry to axially chiral styrenesChemical science · 2025Article
- Atroposelective construction of axially chiral alkenylindole-fused nine-membered rings via catalytic asymmetric formal (4 + 5) cycloaddition.Nature communications · 2025Article
- Cu(I)-catalysed chemo-, regio-, and stereoselective radical 1,2-carboalkynylation with two different terminal alkynes.Nature communications · 2025Article
- Recent advances in organocatalytic atroposelective reactions.Beilstein journal of organic chemistry · 2025Review
- Catalytic Enantioselective Synthesis of Axially Chiral Diaryl Ethers Via Asymmetric Povarov Reaction Enabled Desymmetrization.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Atroposelective catalysis.Nature reviews. Chemistry · 2024Review
- Photocatalytic Z/E isomerization unlocking the stereodivergent construction of axially chiral alkene frameworks.Nature communications · 2024Article
- Synthesis of axially chiral diaryl ethersChemical science · 2024Article
- Organocatalytic enantioselective synthesis of CChemical science · 2024Article
- Atroposelective Synthesis of Aldehydes via Alcohol Dehydrogenase-Catalyzed Stereodivergent Desymmetrization.JACS Au · 2024Article
- Discovery and synthesis of atropisomerically chiral acyl-substituted stable vinyl sulfoxonium ylides.Nature chemistry · 2024Article
- Axially chiral styrene-based organocatalysts and their application in asymmetric cascade Michael/cyclization reaction.Chemical science · 2023Article
- Enantioselective organocatalytic synthesis of axially chiral aldehyde-containing styrenes via SNature communications · 2023Article
- Diastereo- and atroposelective synthesis of N-arylpyrroles enabled by light-induced phosphoric acid catalysis.Nature communications · 2023Article
- Rhodium-catalyzed atroposelective access to trisubstituted olefinsChemical science · 2023Article
- Carbene-catalyzed atroposelective synthesis of axially chiral styrenes.Nature communications · 2022Article
Corrections and comments
- Erratum issued
Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Axially chiral compounds are widespread in biologically active compounds and are useful chiral ligands or organocatalysts in asymmetric catalysis. It is well-known that styrenes are one of the most abundant and principal feedstocks and thus represent excellent prospective building blocks for chemical synthesis. Driven by the development of atroposelective synthesis of axially chiral styrene derivatives, we discovered herein the asymmetric organocatalytic approach via direct Michael addition reaction of substituted diones/ketone esters/malononitrile to alkynals. The axially chiral styrene compounds were produced with good chemical yields, enantioselectivities and almost complete E/Z-selectivities through a secondary amine-catalysed iminium activation strategy under mild conditions. Such structural motifs are important precursors for further transformations into biologically active compounds and synthetic useful intermediates and may have potential applications in asymmetric synthesis as olefin ligands or organocatalysts.
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