Mild Deprotection of tert-Butyl and tert-Amyl Ethers Leading either to Alcohols or to Trialkylsilyl ethers

Article abstract of DOI:10.1016/0040-4039(94)02340-H

Tert-butyl and tert-amyl ethers afford the corresponding tert-butyldimethylsilyl ethers when treated by one equivalent of tert-butyldimethylsilyl triflate (TBDMSOTf), followed by one equivalent of 2,6-lutidine.However, treatment by a catalytic amount of TBDMSOTf without base, led to the corresponding free alcohols.