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N-Iodosuccinimide (NIS) as a mild and highly chemoselective catalyst for deprotection of tert-butyldimethylsilyl ethers
Authors:Babak Karimi  Asghar Zamani
Institution:a Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), PO Box 45195-159, Gava Zang, Zanjan, Iran
b Institute for Fundamental Research (IPM), Farmanieh, PO Box 19395-5531, Tehran, Iran
Abstract:A variety of alcoholic TBDMS (t-butyldimethylsilyl) ethers are easily removed in excellent yields by treatment with a catalytic amount of N-iodosuccinimide (NIS, 5 mol %) in methanol. This method is able to deprotect TBDMS ethers of alcohols in the presence of TBDMS ethers of phenols.
Keywords:Silyl ethers  Deprotection  N-Iodosuccinimide  TBDMS ethers  Protecting groups
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