Silanes alcoholysis, triethylsilane

Doyle and co-workers have employed Rh2(pfb)4 as a highly selective catalyst for the room temperature synthesis of silyl ethers from alcohols and triethylsilane.159 The selectivity of the catalyst is demonstrated by reactions of olefinic alcohols, in which hydrosilylation is not competitive with silane alcoholysis when equimolar amounts of silane and alcohol are employed. High yields (>85%) of triethylsilyl ethers are obtained from reactions of alcohols such as benzyl alcohol, 1-octanol, 3-buten-l-ol, cholesterol, and phenol. Tertiary alcohols are not active in this system. 

Silane Alcoholysis. Triethylsilane reacts with alcohols in the presence of metal catalysts to give triethylsUyl ethers. The use of dirhodium(n) perfluorobutyrate as a catalyst enables regioselective formation of monosilyl ethers from diols (eq 6). ... 

Additional Silane Alcoholysis. The direct sUylation of alcohols with triethylsilane (eq 26) continues to be an interesting, if somewhat underused, method to TES protect alcohols. Recent works have demonstrated that this process is promoted by a number of catalysts including PdCl2, a Au(I) catalyst, and the Lewis acid B(C6F6)3 (eq 23). 

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See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

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