The Journal of organic chemistry

A novel, chemoselective and efficient microwave-assisted deprotection of silyl ethers with selectfluor

STA Shah, S Singh, PJ Guiry

Index: Shah, Syed Tasadaque A.; Singh, Surendra; Guiry, Patrick J. Journal of Organic Chemistry, 2009 , vol. 74, # 5 p. 2179 - 2182

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Citation Number: 30

Abstract

A novel microwave-assisted, chemoselective and efficient method for the cleavage of silyl ethers (aliphatic and aromatic) catalyzed by Selectfluor is reported. A wide range of TBS-, TIPS-, and TBDPS-protected alkyl silyl ethers can be chemoselectively cleaved in high yield in the presence of aryl silyl ethers. The chemoselective deprotection of phenolic TBS ethers, and not the TIPS-or TBDPS-protected phenolic ethers, and the deprotection of silyl esters ...