Generation and Reactions of ε-Carbonyl Cations via Group 13 Catalysis

The generation of ε-carbonyl cations and their reactions with nucleophiles is accomplished readily without transition metal cation stabilization, using the ε-bromide dienoate or dienone starting materials and GaCl(3) or InCl(3) catalysis. Arene nucleophiles are somewhat more straightforward than all...

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Detalles Bibliográficos
Autores principales: Penner, Page M., Green, James R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146154/
https://www.ncbi.nlm.nih.gov/pubmed/35630554
http://dx.doi.org/10.3390/molecules27103078
Descripción
Sumario:The generation of ε-carbonyl cations and their reactions with nucleophiles is accomplished readily without transition metal cation stabilization, using the ε-bromide dienoate or dienone starting materials and GaCl(3) or InCl(3) catalysis. Arene nucleophiles are somewhat more straightforward than allyltrimethylsilane, but allyltrimethylsilane and propiophenone trimethysilyl enol ether each react successfully with InCl(3) catalysis. The viability of these cations is supported by DFT calculations.

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