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Articles from Academic Databases : SCOPUS
Scopus 2006-2010
Publication:
Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids
Issued Date
2009-05-30
Resource Type
Article
ISSN
00404020
DOI
10.1016/j.tet.2009.03.089
Other identifier(s)
2-s2.0-65349143683
Rights
Mahidol University
Rights Holder(s)
SCOPUS
Bibliographic Citation
Tetrahedron. Vol.65, No.22 (2009), 4316-4325
Suggested Citation
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Kassrin Tangdenpaisal, Supannee Sualek, Somsak Ruchirawat, Poonsakdi Ploypradith
Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids.
Tetrahedron. Vol.65, No.22 (2009), 4316-4325.
doi:10.1016/j.tet.2009.03.089
Retrieved from:
https://repository.li.mahidol.ac.th/handle/123456789/27221
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Title
Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids
Author(s)
Kassrin Tangdenpaisal
Supannee Sualek
Somsak Ruchirawat
Poonsakdi Ploypradith
Other Contributor(s)
Chulabhorn Research Institute
Center for Environmental Health
The Institute of Science and Technology for Research and Development, Mahidol University
Abstract
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. © 2009 Elsevier Ltd. All rights reserved.
Keyword(s)
Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
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https://repository.li.mahidol.ac.th/handle/123456789/27221
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Scopus 2006-2010
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