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N-Iodosuccinimide (NIS) as a mild and highly chemoselective catalyst for deprotection of tert-butyldimethylsilyl ethers

Babak Karimi, Asghar Zamani and Daryoush Zareyee

*Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), PO Box 45195-159, Gava Zang, Zanjan, Iran, Email:

B. Karimi, A. Zamani, D. Zarayee, Tetrahedron Lett., 2004, 45, 9139-9141.

DOI: 10.1016/j.tetlet.2004.09.157


Various tert-butyldimethylsilyl ethers are easily removed in excellent yields by treatment with a catalytic amount of N-iodosuccinimide in methanol. This method allows a selective deprotection of TBDMS ethers of alcohols in the presence of TBDMS ethers of phenols.

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Key Words

Silyl ethers, Deprotection, N-Iodosuccinimide, TBDMS ethers, Protecting groups

ID: J72-Y2004-2430