ArticleChemical science2024
Copper-catalyzed atroposelective synthesis of C-O axially chiral compounds enabled by chiral 1,8-naphthyridine based ligands.
Article in Chemical science, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 19 citations in OpenAlex.
- Enantioselective Synthesis of Axially Chiral Diaryl Ethers via Rhodium-Catalyzed [2 + 2 + 2] Cycloaddition.Angewandte Chemie (International ed. in English) · 2026Article
- Catalytic Enantioselective Construction of Planar Chiral Heterocyclic [2.2]Paracyclophanes Enabled by Copper-Catalyzed Desymmetric Azide-Alkyne Cycloaddition.Nature communications · 2026Article
- Article
- Copper-catalyzed enantioselective interrupted azide-alkyne cycloaddition to access axially chiral diaryl ethers.Chemical science · 2026Article
- 4-Sulfanyl-1,2,3-triazole as a Powerful Ligand in CuAAC to Synthesize 1,4-Substituted 1,2,3-Triazoles Under Solvent-Free and Low Catalyst Loading.Molecules (Basel, Switzerland) · 2026Article
- Catalytic Enantioselective Synthesis of Axially Chiral Diaryl Ethers Via Asymmetric Povarov Reaction Enabled Desymmetrization.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Axially chiral molecular scaffolds are widely present in therapeutic agents, natural products, catalysts, and advanced materials. The construction of such molecules has garnered significant attention from academia and industry. The catalytic asymmetric synthesis of axially chiral biaryls, along with other non-biaryl axially chiral molecules, has been extensively explored in the past decade. However, the atroposelective synthesis of C-O axial chirality remains largely underdeveloped. Herein, we document a copper-catalyzed atroposelective construction of C-O axially chiral compounds using novel 1,8-naphthyridine-based chiral ligands. Mechanistic investigations have provided good evidence in support of a mechanism involving synergistic interplay between a desymmetrization reaction and kinetic resolution process. The method described in this study holds great significance for the atroposelective synthesis of C-O axially chiral compounds, with promising applications in organic chemistry. The utilization of 1,8-naphthyridine-based ligands in copper catalysis is anticipated to find broad applications in asymmetric copper(i)-catalyzed azide-alkyne cycloadditions (CuAACs) and beyond.
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Registered trials
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