Laboratory for Environmentally Friendly Organic Synthesis

Bloomington, IL, United States

Laboratory for Environmentally Friendly Organic Synthesis

Bloomington, IL, United States

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Bothwell J.M.,Laboratory for Environmentally Friendly Organic Synthesis | Angeles V.V.,Laboratory for Environmentally Friendly Organic Synthesis | Carolan J.P.,Laboratory for Environmentally Friendly Organic Synthesis | Olson M.E.,Laboratory for Environmentally Friendly Organic Synthesis | Mohan R.S.,Laboratory for Environmentally Friendly Organic Synthesis
Tetrahedron Letters | Year: 2010

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. © 2009 Elsevier Ltd. All rights reserved.

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