Protection of alcohols as silyl ethers
Description: Alcohols can be converted into silyl ethers with trimethylsilyl chloride (TMSCl) or similar silyl groups such as t-butyldimethylsilyl chloride (TBDMSCl). This is a useful procedure for the protection of alcohols.
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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.
The pyridine is added to deprotonate the cyclohexanol
Might want to mention that the mechanism of silyl ether removal is caused by the very strong F-Si bond
Thank you, very good suggestion.