ArticleNature communications2024
Asymmetric Büchner reaction and arene cyclopropanation via copper-catalyzed controllable cyclization of diynes.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Photo-induced terminal alkyne insertion into arene ring to synthesize boron-doped polycycles.Chemical science · 2026Article
- Skeletal Rearrangement of Biaryls via Rhodium-Azirine Intermediate: A Route to Solid-State Emissive Polycyclic Sulfamates.ACS catalysis · 2026Article
- Enantioselective dearomative single-atom skeletal editing of benzofurans.Nature communications · 2025Article
- Divergent Synthesis of Polycyclic N‑Heterocycles via Controllable Cyclization of Divinylallenes Catalyzed by Copper and Gold.JACS Au · 2025Article
- Copper-catalyzed direct regioselective C5-H alkylation reactions of functionalized indoles with α-diazomalonates.Chemical science · 2025Article
- Divergent and Enantioselective Synthesis of Three Types of Chiral Polycyclic N‑Heterocycles via Copper-Catalyzed Dearomative Cyclization.ACS central science · 2025Article
- Ligand-controlled divergent asymmetric C(spNature communications · 2025Article
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Authors and funding
9 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The asymmetric Büchner reaction and related arene cyclopropanations represent one type of the powerful methods for enantioselective dearomatization. However, examples of asymmetric Büchner reactions via a non-diazo approach are quite scarce, and the related arene cyclopropanation based on alkynes has not been reported. Herein, we disclose an asymmetric Büchner reaction and the related arene cyclopropanation by copper-catalyzed controllable cyclization of N-propargyl ynamides via vinyl cation intermediates, leading to chiral tricycle-fused cycloheptatrienes and benzonorcaradienes in high yields and enantioselectivities. Importantly, this protocol represents an asymmetric arene cyclopropanation reaction of alkynes and an asymmetric Büchner reaction based on vinyl cations.
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Registered trials
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