4.8 Article

Facile cleavage of triethylsilyl (TES) ethers using o-Iodoxybenzoic acid (IBX) without affecting tert-butyidimethylsilyl (TBS) ethers

Journal

ORGANIC LETTERS
Volume 4, Issue 13, Pages 2141-2144

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AMER CHEMICAL SOC
DOI: 10.1021/ol025946n

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[GRAPHICS] In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tart-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups could be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds.

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