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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{ 3 comments… read them below or add one }

Adam Moyer November 20, 2013 at 12:46 pm

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

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James Ashenhurst November 21, 2013 at 5:36 pm

Thank you, very good suggestion.

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Stacey Kelm March 16, 2014 at 6:17 pm

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.

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