Issue 23, 2011
From the journal:

Organic & Biomolecular Chemistry

A mild and efficient method for the selective deprotection of silyl ethers using KF in the presence of tetraethylene glycol†

Hailong Yan,a   Joong-Suk Oha  and  Choong Eui Song*ab  

* Corresponding authors

a Department of Chemistry, Sungkyunkwan University, 300 Cheoncheon, Jangan, Suwon, Gyeonggi, (Korea)
E-mail: s1673@skku.edu
Fax: (+82) 31-290-7075

b Department of Energy Science, Sungkyunkwan University, 300 Cheoncheon, Jangan, Suwon, Gyeonggi, (Korea)

Abstract

A mild and efficient protocol for the deprotection of silyl ethers using KF in tetraethylene glycol is reported. A wide range of alcoholic silyl ethers can be selectively cleaved in high yield in the presence of certain acid- and base-labile functional groups. Moreover, the phenolic silyl ethers were cleaved exclusively, without affecting the alcoholic silyl ethers, at room temperature.

Graphical abstract: A mild and efficient method for the selective deprotection of silyl ethers using KF in the presence of tetraethylene glycol

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Article information

DOI
https://doi.org/10.1039/C1OB06300F
Article type
Paper
Submitted
30 Jul 2011
Accepted
05 Sep 2011
First published
11 Oct 2011

Org. Biomol. Chem., 2011,9, 8119-8121

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A mild and efficient method for the selective deprotection of silyl ethers using KF in the presence of tetraethylene glycol

H. Yan, J. Oh and C. E. Song, Org. Biomol. Chem., 2011, 9, 8119 DOI: 10.1039/C1OB06300F

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