A mild, efficient, inexpensive, and selective cleavage of primary tert-butyldimethylsilyl ethers by oxone in aqueous methanol

[GRAPHICS] The use of a 50% aqueous methonolic solution of Oxone is described for the selective cleavage of primary tert-butyldimethylsilyl and aryl ethers at room temperature. This method enables one to deprotect tert-butyldimethylsilyl ethers of primary alcohols in the presence of tert-butyldimethylsilyl ethers of secondary and tertiary alcohols and phenols. The silyl ethers of phenols were deprotected at longer reaction times.