Rh-Catalyzed Atroposelective Single-Carbon Insertion

Single-carbon insertion processes have gained considerable momentum over the past few years. Although innovative methods have emerged for converting indole or indene into quinoline or naphthalene cores, the enantioselective version of such ring-expansions to create (hetero)biaryl atropisomers has no...

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Bibliographic Details
Authors: Li, Bowen, Alfonso, Valero G., Puggioli, Alessio, Solé-Daura, Albert, Maseras, Feliu, Suero, Marcos G.
Format: article
Publication Date:2025
Country:España
Institution:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repository:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/484508
Online Access:http://hdl.handle.net/2072/484508
https://doi.org/10.1021/jacs.5c06139
Access Level:Open access
Keyword:Química
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Summary:Single-carbon insertion processes have gained considerable momentum over the past few years. Although innovative methods have emerged for converting indole or indene into quinoline or naphthalene cores, the enantioselective version of such ring-expansions to create (hetero)biaryl atropisomers has not been developed. Herein, we report the first enantioselective single-carbon insertion that converts 3-aryl indoles to atropochiral quinolines. Key in the process was the generation of a chiral Rh-carbynoid that mediated in the creation of the stereogenic C(sp2)–C(sp2) axis.