An efficient and chemoselective deprotection of tert-butyldimethylsilyl (TBDMS) ethers using tailor-made ionic liquid
VH Jadhav, SB Lee, HJ Jeong, ST Lim, MH Sohn…
Index: Jadhav, Vinod H.; Lee, Sang Bong; Jeong, Hwan-Jeong; Lim, Seok Tae; Sohn, Myung-Hee; Kim, Dong Wook Tetrahedron Letters, 2012 , vol. 53, # 16 p. 2051 - 2053
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Citation Number: 8
Abstract
Phenolic tert-butyldimethylsilyl (TBDMS) ethers can be deprotected to yield phenols in excellent yield using tailor-made ionic liquid [dihexaEGim][OMs](dihexaEGim= dihexaethylene glycolic imidazolium salt) as an organic catalyst with alkali-metal fluoride in tert-amyl alcohol. On the contrary, all TBDMS protecting groups can be cleaved cleanly from the bis-TBDMS ether using the same reaction in CH3CN solvent instead of tert-alcohol at ...
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