An efficient and selective method for the preparation of triphenylmethyl ethers of alcohols and nucleosides-Reference-Cited by-同舟云学术

An efficient and selective method for the preparation of triphenylmethyl ethers of alcohols and nucleosides

Published:2010-06 Issue:6 Volume:88 Page:563-568
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Zekri Negar¹,Alamdari Reza Fareghi¹

Affiliation:

1. Department of Chemistry and Chemical Engeenering, Faculty of Material and Chemical Engineering, Malek-Ashtar University of Technology (MUT), Lavizan, Tehran, P.O. Box 16765-3454, Iran.

Abstract

A very simple and efficient method is described for the protection of alcohols and nucleosides with benzyl monomethoxytrityl and benzyl dimethoxytrityl ethers in the presence of diethylazodicarboxylate and a catalytic amount of ceric triflate. High selectivity was observed for the tritylation of 5′-OH function of nucleosides.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/V10-042

Reference18 articles.

1. Greene, T. W. Wuts., P. G. M. Protective Groups in Organic Synthesis, 4th ed.; John Wiely and Sons. Inc., 2006.

2. Rapid and selective detritylation of primary alcohols using formic acid

3. Mild and Efficient Lewis Acid-Promoted Detritylation in the Synthesis of N-Hydroxy Amides: A Concise Synthesis of (−)-Cobactin T

4. 4-dimethylaminopyridine: an efficient and selective catalyst for the silylation of alcohols

5. An efficient procedure for the solid phase tritylation of nucleosides and nucleotides

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