ArticleAngewandte Chemie (International ed. in English)2025
Iridium-Catalyzed Enantioselective Intramolecular Hydroarylation of Allenes: Formal Synthesis of (+)-Rhazinilam.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Enantioselective Iridium-Catalyzed Intramolecular Hydroarylation of (Hetero)Arene-Tethered Prochiral Diketones.Journal of the American Chemical Society · 2026Article
- Iridium-Catalyzed Enantioselective Intramolecular Hydroarylation of Allenes: Formal Synthesis of (+)-Rhazinilam.Angewandte Chemie (International ed. in English) · 2025Article
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5 authors.
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Abstract
We report a versatile, highly enantioselective intramolecular hydroarylation of allenyl-tethered pyrroles and indoles. The reaction, promoted by an iridium(I)/bisphosphine chiral catalyst, provides a direct access heteropolycyclic systems bearing either tertiary or quaternary carbon stereocenters and a synthetically appealing alkenyl pendant. The method allows a highly efficient assembly of five-, six- and even seven-membered fused indole and pyrrole products, providing enantiomeric excesses of up to 99%. DFT computational studies align nicely with the experimental results and allow to rationalize the key factors that control both regio- and stereoselectivity of the process. Finally, the synthetic potential of the method was exemplified with a very short, highly enantioselective formal synthesis of (+)-Rhazinilam.
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