Issue 33, 2018
From the journal:

Organic & Biomolecular Chemistry

Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers†

Soma Shekar Dachavaram,a   Narsimha R. Penthala,a   Julie L. Calahan,b   Eric J. Munsonb  and  Peter A. Crooks ORCID logo *a  

* Corresponding authors

a Department of Pharmaceutical Sciences College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA
E-mail: PACrooks@uams.edu

b Department of Pharmaceuticals Sciences, University of Kentucky, Lexington, KY, USA

Abstract

A mild, efficient and rapid protocol was developed for the deprotection of alcoholic TBDMS ethers using a recyclable, eco-friendly highly sulphated cellulose sulphate acid catalyst in methanol. This acid catalyst selectively cleaves alcoholic TBDMS ethers in bis-TBDMS ethers containing both alcoholic and phenolic TBDMS ether moieties.

Graphical abstract: Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers

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Article information

DOI
https://doi.org/10.1039/C8OB01438H
Article type
Paper
Submitted
18 Jun 2018
Accepted
03 Aug 2018
First published
06 Aug 2018

Org. Biomol. Chem., 2018,16, 6057-6062

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Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers

S. S. Dachavaram, N. R. Penthala, J. L. Calahan, E. J. Munson and P. A. Crooks, Org. Biomol. Chem., 2018, 16, 6057 DOI: 10.1039/C8OB01438H

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