Endo-Selective Pd-Catalyzed Silyl Methyl Heck Reaction

[Image: see text] A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for...

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Detalles Bibliográficos
Autores principales: Parasram, Marvin, Iaroshenko, Viktor O., Gevorgyan, Vladimir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4291758/
https://www.ncbi.nlm.nih.gov/pubmed/25494921
http://dx.doi.org/10.1021/ja5104525
Descripción
Sumario:[Image: see text] A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for the observed endo selectivity. The obtained allylic silyloxycycles were further oxidized into (Z)-alkenyldiols.

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