Protection of alcohols as silyl ethers

by James

Description: Alcohols can be converted into silyl ethers with trimethylsilyl chloride (TMSCl) or similar silly groups such as t-butyldimethylsilyl chloride (TBDMSCl).  This is a useful procedure for the protection of alcohols.
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{ 4 comments… read them below or add one }

Adam Moyer

Might want to mention that the mechanism of silyl ether removal is caused by the very strong F-Si bond


James Ashenhurst

Thank you, very good suggestion.


Stacey Kelm

When a base is used as a catalyst in this reaction, does it first react with the protecting agent via SN2 mechanism or is it added during step 2 to cause deprotonation of the alcohol.


Brian Butler

The pyridine is added to deprotonate the cyclohexanol


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