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Catalytic asymmetric Friedel–Crafts alkylation of unprotected indoles with nitroalkenes using a novel chiral Yb(OTf)(3)–pybox complex

Chiral chloro-indeno pybox has served as a new ligand for the Yb(OTf)(3)-catalyzed asymmetric Friedel–Crafts alkylation reaction of indoles with nitroalkenes. The tunable nature of pybox ligands enables the rational design of catalysts for optimal performance in terms of both activity and stereosele...

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Detalles Bibliográficos
Autores principales: Karimi, Babak, Jafari, Ehsan, Mansouri, Fariborz, Tavakolian, Mina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10484919/
https://www.ncbi.nlm.nih.gov/pubmed/37679477
http://dx.doi.org/10.1038/s41598-023-41921-9
Descripción
Sumario:Chiral chloro-indeno pybox has served as a new ligand for the Yb(OTf)(3)-catalyzed asymmetric Friedel–Crafts alkylation reaction of indoles with nitroalkenes. The tunable nature of pybox ligands enables the rational design of catalysts for optimal performance in terms of both activity and stereoselectivity in a Friedel–Crafts-type reaction. Good to excellent yields and enantioselectivities were obtained for a relatively wide range of substrates, including sterically hindered compounds, under optimized reaction conditions.