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Regioselective carbon–carbon bond formation of 5,5,5-trifluoro-1-phenylpent-3-en-1-yne

The regioselective carbon–carbon bond formation was studied using 5,5,5-trifluoro-1-phenylpent-3-en-1-yne as a model substrate, and predominant acceptance of electrophiles β to a CF(3) group as well as a deuterium trap experiment of the lithiated species led to the conclusion that the obtained regio...

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Detalles Bibliográficos
Autores principales: Naka, Motoki, Kawasaki-Takasuka, Tomoko, Yamazaki, Takashi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3817480/
https://www.ncbi.nlm.nih.gov/pubmed/24204431
http://dx.doi.org/10.3762/bjoc.9.256
Descripción
Sumario:The regioselective carbon–carbon bond formation was studied using 5,5,5-trifluoro-1-phenylpent-3-en-1-yne as a model substrate, and predominant acceptance of electrophiles β to a CF(3) group as well as a deuterium trap experiment of the lithiated species led to the conclusion that the obtained regioselectivity is kinetically determined for the reactions with electrophiles, under equilibration of the possible two anionic species.