FLP‐Catalyzed Transfer Hydrogenation of Silyl Enol Ethers

Herein we report the first catalytic transfer hydrogenation of silyl enol ethers. This metal free approach employs tris(pentafluorophenyl)borane and 2,2,6,6‐tetramethylpiperidine (TMP) as a commercially available FLP catalyst system and naturally occurring γ‐terpinene as a dihydrogen surrogate. A va...

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Detalles Bibliográficos
Autores principales: Khan, Imtiaz, Reed‐Berendt, Benjamin G., Melen, Rebecca L., Morrill, Louis C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6207922/
https://www.ncbi.nlm.nih.gov/pubmed/30106498
http://dx.doi.org/10.1002/anie.201808800
Descripción
Sumario:Herein we report the first catalytic transfer hydrogenation of silyl enol ethers. This metal free approach employs tris(pentafluorophenyl)borane and 2,2,6,6‐tetramethylpiperidine (TMP) as a commercially available FLP catalyst system and naturally occurring γ‐terpinene as a dihydrogen surrogate. A variety of silyl enol ethers undergo efficient hydrogenation, with the reduced products isolated in excellent yields (29 examples, 82 % average yield).

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