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

作者信息

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

机构信息

Laboratory of Medicinal Chemistry, Chulabhorn Research Institute, Vipavadee-Rangsit Highway, Bangkok, Thailand 10210.

出版信息

Org Lett. 2007 Jul 5;9(14):2637-40. doi: 10.1021/ol070781+. Epub 2007 Jun 12.

Abstract

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.

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