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Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters

Herein we describe the first construction of fluorinated tertiary stereocenters based on an alkene C(sp(2))–C(sp(2)) bond cleavage. The new process, that takes advantage of a Rh-catalyzed carbyne transfer, relies on a branched-selective fluorination of tertiary allyl cations and is distinguished by...

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Detalles Bibliográficos
Autores principales: Jiang, Liyin, Sarró, Pau, Teo, Wei Jie, Llop, Jordi, Suero, Marcos G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9006967/
https://www.ncbi.nlm.nih.gov/pubmed/35509472
http://dx.doi.org/10.1039/d2sc00968d
Descripción
Sumario:Herein we describe the first construction of fluorinated tertiary stereocenters based on an alkene C(sp(2))–C(sp(2)) bond cleavage. The new process, that takes advantage of a Rh-catalyzed carbyne transfer, relies on a branched-selective fluorination of tertiary allyl cations and is distinguished by a wide scope including natural products and drug molecule derivatives as well as adaptability to radiofluorination.