T. Oriyama et al., CONVENIENT METHODS FOR THE DIRECT CONVERSION OF TETRAHYDROPYRANYL ETHERS INTO SILYL-PROTECTED ALCOHOLS AND FOR THE REMOVAL OF TETRAHYDROPYRANYL GROUP, Synlett, (6), 1996, pp. 523
A reagent system of trialkylsilyl trifluoromethanesulfonate and trieth
ylamine cleaves readily tetrahydropyranyl ethers to give directly the
corresponding trialkylsilyl ethers in good yields under very mild cond
itions. Dialkylsilylene derivatives of 1,3-diol can be obtained direct
ly from the corresponding bis-tetrahydropyranyl ethers of 1,3-diol. An
d furthermore, alcohol tetrahydropyranyl ethers can be easily deprotec
ted by treatment of trimethylsilyl trifluoromethane-sulfonate alone to
afford parent free alcohols in good yields.