Publication:
Solid-supported acids as mild and versatile reagents for the deprotection of aromatic ethers

Issued Date

2007-07-05

Resource Type

Article

ISSN

15237060

DOI

10.1021/ol070781+

Other identifier(s)

2-s2.0-34547399577

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Organic Letters. Vol.9, No.14 (2007), 2637-2640

Suggested Citation

Poonsakdi Ploypradith, Pannarin Cheryklin, Nattisa Niyomtham, Daniel R. Bertoni, Somsak Ruchirawat Solid-supported acids as mild and versatile reagents for the deprotection of aromatic ethers. Organic Letters. Vol.9, No.14 (2007), 2637-2640. doi:10.1021/ol070781+ Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/24164

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Title

Solid-supported acids as mild and versatile reagents for the deprotection of aromatic ethers

Author(s)

Poonsakdi Ploypradith
 Pannarin Cheryklin
 Nattisa Niyomtham
 Daniel R. Bertoni
 Somsak Ruchirawat

Other Contributor(s)

Chulabhorn Research Institute
 The Institute of Science and Technology for Research and Development, Mahidol University
 University of Michigan, Ann Arbor

Abstract

Equation Presented p-Toluene sulfonic acid (p-TsOH) immobilized either on polystyrene (PS) or silica (Si) was found to be effective in cleaving aromatic ethers containing isopropyl, tert-butyl, allyl, and benzyl groups, as well as mono-, di-, and trimethoxylated benzyl groups, in moderate to excellent yields (54-95%). These protecting groups could be selectively deprotected when they were simultaneously present on the same or different aromatic rings in a substrate. © 2007 American Chemical Society.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/24164

Collections

Scopus 2006-2010