ArticleChemical science2021
Dirhodium(ii)-catalysed cycloisomerization of azaenyne: rapid assembly of centrally and axially chiral isoindazole frameworks.
Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- β-Carbon functionalization of amines via α-amino Cu-carbenes.Science advances · 2026Article
- Rh(I)-Catalyzed Modular Synthesis of Axially Chiral Alkylidene Azacycloalkanes.ACS central science · 2025Article
- Ligand-controlled divergent asymmetric C(spNature communications · 2025Article
- Coarctate reaction for synthesis of fluorescent N-heterocycles, late-stage functionalization, and photo-triggered drug delivery.Nature communications · 2025Article
- Synthesis of Diarylamines via Nitrosonium-Initiated C-N Bond Formation.The Journal of organic chemistry · 2024Article
- Visible Light-Mediated Heterodifunctionalization of Alkynylazobenzenes for 2Organic letters · 2024Article
- Self-Supported Heterogeneous Dirhodium(II) Catalyst for Nitrene and Carbene Transfer Reactions.European journal of organic chemistry · 2024Article
- Dirhodium-Catalyzed Enantioselective Synthesis of Difluoromethylated Cyclopropanes via Enyne Cycloisomerization.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Advances in Atroposelectively De Novo Synthesis of Axially Chiral Heterobiaryl Scaffolds.Molecules (Basel, Switzerland) · 2022Review
- Palladium-catalyzed intramolecular enantioselective C(spChemical science · 2022Article
- RhChemical science · 2022Article
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Described herein is a dirhodium(ii)-catalyzed asymmetric cycloisomerization reaction of azaenyne through a cap-tether synergistic modulation strategy, which represents the first catalytic asymmetric cycloisomerization of azaenyne. This reaction is highly challenging because of its inherent strong background reaction leading to racemate formation and the high capability of coordination of the nitrogen atom resulting in catalyst deactivation. Varieties of centrally chiral isoindazole derivatives could be prepared in up to 99 : 1 d.r., 99 : 1 er and 99% yield and diverse enantiomerically enriched atropisomers bearing two five-membered heteroaryls have been accessed by using an oxidative central-to-axial chirality transfer strategy. The tethered nitrogen atom incorporated into the starting materials enabled easy late-modifications of the centrally and axially chiral products
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Registered trials
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