Journal
TETRAHEDRON
Volume 65, Issue 22, Pages 4316-4325Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.03.089
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Funding
- Thailand Research Fund (TRF) [BRG5180013]
- Center of Excellence on Environmental Health, Toxicology and Management of Chemicals (ETM)
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Selective deprotection of aromatic ethers bearing two protecting groups on the same aromatic ring by solid-supported acids (Amberlyst-15 and PTS-Si) was systematically investigated. ortho-Directing protonation by the carbonyl group as well as carbocation stability and quenching are the important determining factors for the orthogonal deprotection process. Stablilized carbocations (e.g., those from the MOM and PMB groups) could be removed with high selectivity. (C) 2009 Elsevier Ltd. All rights reserved.
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