A mild and chemoselective method for the deprotection of tert-butyldimethylsilyl (TBDMS) ethers using iron(III) tosylate as a catalyst

Jason M. Bothwell, Veronica V. Angeles, James P. Carolan, Margaret E. Olson, Ram S. Mohan

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

The most common method for the deprotection of TBDMS ethers utilizes stoichiometric amounts of tetrabutylammonium fluoride, n-Bu4N+F- (TBAF), which is highly corrosive and toxic. We have developed a mild and chemoselective method for the deprotection of TBDMS, TES, and TIPS ethers using iron(III) tosylate as a catalyst. Phenolic TBDMS ethers, TBDPS ethers and the BOC group are not affected under these conditions. Iron(III) tosylate is an inexpensive, commercially available, and non-corrosive reagent.

Original languageEnglish (US)
Pages (from-to)1056-1058
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number7
DOIs
StatePublished - Feb 17 2010

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