Chemoselective Transformations of Aromatic Methoxymethyl Ethers Using Trialkylsilyl Triflate and 2,2′-Bipyridyl

[Image: see text] Aromatic methoxymethyl (MOM) ethers behave differently from aliphatic MOM ethers upon treatment with trialkylsilyl triflate (R(3)SiOTf) and 2,2′-bipyridyl. The aromatic MOM ethers are first converted to silyl ethers and subsequently deprotected by hydrolysis to give the mother alco...

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Detalles Bibliográficos
Autores principales: Yanagihara, Mizushi, Ohta, Reiya, Murai, Kenichi, Arisawa, Mitsuhiro, Fujioka, Hiromichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6649284/
https://www.ncbi.nlm.nih.gov/pubmed/31459935
http://dx.doi.org/10.1021/acsomega.9b00643
Descripción
Sumario:[Image: see text] Aromatic methoxymethyl (MOM) ethers behave differently from aliphatic MOM ethers upon treatment with trialkylsilyl triflate (R(3)SiOTf) and 2,2′-bipyridyl. The aromatic MOM ethers are first converted to silyl ethers and subsequently deprotected by hydrolysis to give the mother alcohols when the R(3)SiOTf used is trimethylsilyl triflate (TMSOTf). Conversely, direct conversion of aromatic MOM ethers to aromatic triethylsilyl (TES) ethers is possible when the R(3)SiOTf used is triethylsilyl triflate (TESOTf).

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