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The design of a readily attachable and cleavable molecular scaffold for ortho-selective C–H alkenylation of arene alcohols

We describe herein the design of a novel molecular scaffold that can induce facile oxidative olefinations when attached to alcohols. Benzylic, homo-, and bishomobenzylic alcohols are utilized. The scaffold can act as a protecting group for the alcohol in other transformations, and it is recoverable...

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Detalles Bibliográficos
Autores principales: Knight, Brian J., Rothbaum, Jacob O., Ferreira, Eric M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5966905/
https://www.ncbi.nlm.nih.gov/pubmed/29899921
http://dx.doi.org/10.1039/c5sc03948g
Descripción
Sumario:We describe herein the design of a novel molecular scaffold that can induce facile oxidative olefinations when attached to alcohols. Benzylic, homo-, and bishomobenzylic alcohols are utilized. The scaffold can act as a protecting group for the alcohol in other transformations, and it is recoverable in excellent yield. The overall sequence can also be telescoped without purifications of intermediates, representing a net alcohol-based directed ortho-alkenylation.