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A Facile, Catalytic, and Environmentally Benign Method for Selective Deprotection of tert-Butyldimethylsilyl Ether Mediated by Phosphomolybdic Acid Supported on Silica Gel

G. D. Kishore Kumar and Sundarababu Baskaran*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India, Email: sbhaskariitm.ac.in

G. D. K. Kumar, S. Baskaran, J. Org. Chem., 2005, 70, 4520-4523.

DOI: 10.1021/jo0502697 (free Supporting Information)


Abstract

PMA supported on SiO2 is found to be an efficient catalyst for the chemoselective, mild deprotection of TBDMS ethers. Various labile functional groups such as isopropylidene acetal, OTBDPS, OTHP, Oallyl, OBn, alkene, alkyne, OAc, OBz, N-Boc, N-Cbz, N-Fmoc, mesylate, and azide are tolerated. The supported catalyst and the solvent can be readily recovered and recycled.

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Key Words

Deprotection, TBDMS Ethers, Green Chemistry


ID: J42-Y2005-1380