ArticleNature communications2019
Phosphoric acid-catalyzed atroposelective construction of axially chiral arylpyrroles.
Article in Nature communications, 2019. 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 19 papers.
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Who cites it
19 citing papers in PubMed, 131 citations in OpenAlex.
- Access to C─N and N─N Axially Chiral Pyridinones via NHC-Catalyzed Dynamic Kinetic Resolution of Rotationally Restricted Cyclic Imides.Angewandte Chemie (International ed. in English) · 2026Article
- Copper-catalysed dynamic kinetic (4+1) cyclization of 1,3-enynes for atroposelective arylpyrrole synthesis.Nature communications · 2026Article
- Enantiotopic-group-selective coupling for unified access to carbazole atropisomers as versatile chiral chromophores.Nature communications · 2025Article
- Recent advances in organocatalytic atroposelective reactions.Beilstein journal of organic chemistry · 2025Review
- Measuring the stereogenic remoteness in non-central chirality: a stereocontrol connectivity index for asymmetric reactions.Beilstein journal of organic chemistry · 2025Article
- Access to distal biaxial atropisomers by iridium catalyzed asymmetric C-H alkylation.Chemical science · 2024Article
- Copper-catalysed asymmetric annulation of yne-allylic esters with amines to access axially chiral arylpyrroles.Nature communications · 2024Article
- Atroposelective catalysis.Nature reviews. Chemistry · 2024Review
- Catalytic Enantioselective Synthesis of Axially Chiral Imidazoles by Cation-Directed Desymmetrization.Journal of the American Chemical Society · 2023Article
- Diastereo- and atroposelective synthesis of N-arylpyrroles enabled by light-induced phosphoric acid catalysis.Nature communications · 2023Article
- Catalytic Atroposelective Aerobic Oxidation Approaches to Axially Chiral Molecules.The Journal of organic chemistry · 2023Article
- Enantioselective copper-catalyzed hydrophosphination of alkenyl isoquinolines.Chemical science · 2023Article
- Recent Development of Bis-Cyclometalated Chiral-at-Iridium and Rhodium Complexes for Asymmetric Catalysis.ACS organic & inorganic Au · 2022Review
- Synthesis of biological based hennotannic acid-based salts over porous bismuth coordination polymer with phosphorous acid tags.RSC advances · 2021Article
- Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds.Beilstein journal of organic chemistry · 2021Review
- Atroposelective Synthesis of Axially Chiral N-Arylpyrroles by Chiral-at-Rhodium Catalysis.Angewandte Chemie (International ed. in English) · 2020Article
- Formal oxo- and aza-[3 + 2] reactions of α-enaminones and quinones: a double divergent process and the roles of chiral phosphoric acid and molecular sieves.Chemical science · 2020Article
- Stereospecific Si-C coupling and remote control of axial chirality by enantioselective palladium-catalyzed hydrosilylation of maleimides.Nature communications · 2020Article
- Atropisomers of meso Tetra(N-Mesyl Pyrrol-2-yl) Porphyrins: Synthesis, Isolation and Characterization of All-Pyrrolic Porphyrins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
- Erratum issued
Authors and funding
6 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Axially chiral arylpyrroles are key components of pharmaceuticals and natural products as well as chiral catalysts and ligands for asymmetric transformations. However, the catalytic enantioselective construction of optically active arylpyrroles remains a formidable challenge. Here we disclose a highly efficient strategy to access enantioenriched axially chiral arylpyrroles by means of organocatalytic atroposelective desymmetrization and kinetic resolution. Depending on the remote control of chiral catalyst, the arylpyrroles were obtained in high yields and excellent enantioselectivities under mild reaction conditions. This strategy tolerates a wide range of functional groups, providing a facile avenue to approach axially chiral arylpyrroles from simple and readily available starting materials. Selected arylpyrrole products proved to be efficient chiral ligands in asymmetric catalysis and also important precursors for further synthetic transformations into highly functionalized pyrroles with potential bioactivity, especially the axially chiral fully substituted arylpyrroles.
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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.