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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.

Authors
  • Kishore Kumar, G D
  • Baskaran, Sundarababu
Type
Published Article
Journal
The Journal of organic chemistry
Publication Date
May 27, 2005
Volume
70
Issue
11
Pages
4520–4523
Identifiers
PMID: 15903337
Source
Medline
License
Unknown

Abstract

An environmentally benign PMA supported on SiO(2) is found to be an efficient catalyst for the chemoselective deprotection of TBDMS ethers under very mild conditions. 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 found to be stable under the reaction conditions. This "truly catalytic" heterogeneous reaction does not require aqueous workup, and the supported catalyst and the solvent can be readily recovered and recycled.

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