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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)
*Corresponding author for this work
  • Department of Biology, Indiana University
Scholarship:
Journal Article
Article
Research
Peer-review

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.

Scholarship

Output type

Scholarship:
Journal Article
Article
Research
Peer-review

Original language

English

Pages 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

0040-4039

Publication IDs

  • Scopus: 73649140607