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(corresponding author)
- Department of Biology, Indiana University
Scholarship:
Journal Article
Article
Research
Peer-reviewAbstract
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.
Scholarship
Output type
Scholarship:
Journal Article
Article
Research
Peer-reviewOriginal language
EnglishPages from-to (Number of pages)
Pages 1056-1058 (3 pages)Journal (Volume, Issue Number)
Tetrahedron Letters (Volume 51, Issue 7)Publication milestones
- Published - 17/02/2010
Publication status
Published - 17/02/2010
ISSN
0040-4039Publication IDs
- Scopus: 73649140607
