Tetrahedron letters

Selective desilylation of tert-butyldimethylsilyl ethers of phenols using potassium fluoride-alumina and ultrasound

EA Schmittling, JS Sawyer

Index: Schmittling, Elisabeth A.; Sawyer, J. Scott Tetrahedron Letters, 1991 , vol. 32, # 49 p. 7207 - 7210

Full Text: HTML

Citation Number: 91

Abstract

The use of potassium fluoride on basic alumina in acetonitrile with ultrasound for the selecting deprotection of -butyldimethylsilyl ethers of phenols is described. The method, which features a non-aqueous work-up, readily cleaves butyldimethylsilyl ethers of phenols at room temperature, whereas -butyldimethylsilyl ethers of benzyl alcohols or 2-(trimethylsilyl)ethoxymethyl ethers of phenols are stable.