Issue 28, 2012
From the journal:

Organic & Biomolecular Chemistry

2,4,6-Trichloro-1,3,5-triazine (TCT) mediated one-pot sequential functionalisation of glycosides for the generation of orthogonally protected monosaccharide building blocks†

Madhubabu Tatina,a   Syed Khalid Yousufa  and  Debaraj Mukherjee*a  

* Corresponding authors

a NPC-microbes, Indian Institute of Integrative Medicine (IIIM), Jammu, India
E-mail: dmukherjee@iiim.ac.in
Fax: +91-191-2569111
Tel: +91-191-2569000

Abstract

Orthogonally protected monosaccharide building blocks have been prepared using TCT in a one-pot multicomponent transformation. The process involves successive steps of arylidene acetalation, esterification and regioselective reductive acetal cleavage. High regioselectivity, scope for using a broad range of substrates, functional group tolerance, mild reaction conditions, easy handling process and wide application range are a few advantages of the current process.

Graphical abstract: 2,4,6-Trichloro-1,3,5-triazine (TCT) mediated one-pot sequential functionalisation of glycosides for the generation of orthogonally protected monosaccharide building blocks

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DOI
https://doi.org/10.1039/C2OB25452B
Article type
Communication
Submitted
01 Mar 2012
Accepted
06 Jun 2012
First published
13 Jun 2012

Org. Biomol. Chem., 2012,10, 5357-5360

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2,4,6-Trichloro-1,3,5-triazine (TCT) mediated one-pot sequential functionalisation of glycosides for the generation of orthogonally protected monosaccharide building blocks

M. Tatina, S. K. Yousuf and D. Mukherjee, Org. Biomol. Chem., 2012, 10, 5357 DOI: 10.1039/C2OB25452B

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