Solid-Supported Acids as Mild and Versatile Reagents for the Deprotection of Aromatic Ethers
2007; American Chemical Society; Volume: 9; Issue: 14 Linguagem: Inglês
10.1021/ol070781+
ISSN1523-7060
AutoresPoonsakdi Ploypradith, Pannarin Cheryklin, Nattisa Niyomtham, Daniel R. Bertoni, Somsak Ruchirawat,
Tópico(s)Asymmetric Hydrogenation and Catalysis
Resumop-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.
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