An efficient and highly chemoselective desilylating method is described. Trimethylsilyl ethers (0.25M) in a CH/sub 3/OH/CCl/sub 4/ (1:1) solvent mixture are deprotected to their corresponding alcohols with ultrasound in a commercial ultrasonic cleaning bath. Selective deprotection of tert-butyldimethylsilyl ethers of benzyl alcohols and phenols is achieved under ultrasonic conditions. We deprotected also tert-butyldimethylsilyl ethers of primary alcohols, whereas tert-butyldimethylsilyl ethers of secondary and tertiary alcohols are stable under these conditions.
Journal of the Chinese Chemical Society=中國化學會會誌 42(6), pp.919-922