CONVENIENT METHODS FOR THE DIRECT CONVERSION OF TETRAHYDROPYRANYL ETHERS INTO SILYL-PROTECTED ALCOHOLS AND FOR THE REMOVAL OF TETRAHYDROPYRANYL GROUP

Citation
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
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
6
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):6<523:CMFTDC>2.0.ZU;2-M
Abstract
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.