ArticleNature communications2019
Organocatalytic atroposelective construction of axially chiral arylquinones.
Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- Stereogenic S‑Induced Generation of Axially Chiral Cyclic Vinyl Sulfinamides and Serendipitous Diastereomeric Enrichment.JACS Au · 2026Article
- Recent advances in organocatalytic atroposelective reactions.Beilstein journal of organic chemistry · 2025Review
- Stereoselective Synthesis of Axially Chiral Allenes and Styrenes via Chiral Phosphoric Acid Catalysis: An Overview.ACS omega · 2024Review
- Enantioselective de novo construction of 3‑oxindoles via organocatalyzed formal [3 + 2] annulation from simple arylamines.Nature communications · 2024Article
- Catalytic Asymmetric Cyclizative Rearrangement of Anilines and Vicinal Diketones to Access 2,2-Disubstituted Indolin-3-ones.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Atroposelective synthesis of biaxial bridged eight-membered terphenyls via a Co/SPDO-catalyzed aerobic oxidative coupling/desymmetrization of phenols.Nature communications · 2024Article
- Article
- Diversity-Oriented Catalytic Asymmetric Dearomatization of Indoles with o-Quinone Diimides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2023Article
- Axially chiral styrene-based organocatalysts and their application in asymmetric cascade Michael/cyclization reaction.Chemical science · 2023Article
- Dirhodium(II)/Phosphine Catalyst with Chiral Environment at Bridging Site and Its Application in Enantioselective Atropisomer Synthesis.ACS central science · 2023Article
- A Brief Introduction to Chemical Reaction Optimization.Chemical reviews · 2023Review
- Design and synthesis of axially chiral aryl-pyrroloindoles via the strategy of organocatalytic asymmetric (2 + 3) cyclization.Fundamental research · 2023Article
- Recent Progress in Cyclic Aryliodonium Chemistry: Syntheses and Applications.Chemical reviews · 2023Review
- Atropisomerism in the Pharmaceutically Relevant Realm.Accounts of chemical research · 2022Article
- Organocatalytic cycloaddition of alkynylindoles with azonaphthalenes for atroposelective construction of indole-based biaryls.Nature communications · 2022Article
- Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Organocatalytic cycloaddition-elimination cascade for atroposelective construction of heterobiaryls.Chemical science · 2021Article
- Enantioselective Aromatic Amination?Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Modification of N-terminal α-amine of proteins via biomimetic ortho-quinone-mediated oxidation.Nature communications · 2021Article
- Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex.Organic letters · 2020Article
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9 authors.
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Abstract
Atropisomeric biaryl motifs are ubiquitous in chiral catalysts and ligands. Numerous efficient strategies have been developed for the synthesis of axially chiral biaryls. In contrast, the asymmetric construction of o-quinone-aryl atropisomers has yet to be realized. Inspired by the rapid progress of the chemistry of biaryls, here we present our initial investigations about the atroposelective construction of axially chiral arylquinones by a bifunctional chiral phosphoric acid-catalyzed asymmetric conjugate addition and central-to-axial chirality conversion. With o-naphthoquinone as both the electrophile and the oxidant, three types of arylation counterparts, namely 2-naphthylamines, 2-naphthols and indoles, are utilized to assemble a series of atropisomeric scaffolds in good yields and excellent enantioselectivities. This approach not only expands the axially chiral library but also offers a route to a class of potential, chiral biomimetic catalysts.
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