Issue 100, 2015
From the journal:

RSC Advances

Lead tetraacetate mediated one pot oxidative cleavage and acetylation reaction: an approach to apio and homologated apio pyrimidine nucleosides and their anticancer activity†

Amarendra Panda,a   Sehbanul Islam,b   Manas Kumar Santra*b  and  Shantanu Pal*a  

* Corresponding authors

a School of Basic Sciences Indian Institute of Technology Bhubaneswar, Bhubaneswar, Orissa-751007, India
E-mail: spal@iitbbs.ac.in
Fax: +91-674-2301983
Tel: +91-674-2576054

b Cancer Biology Laboratory, National Centre for Cell Science, Ganeshkhind Road, Pune, Maharashtra-411007, India

Abstract

An efficient and versatile strategy of general applicability towards apio and homologated apio pyrimidines has been delineated. The methodology shows tosylation followed by in situ cyclization and one pot oxidative cleavage and acetylation by Pb(OAc)4 as the key steps. The methodology has been applied to D-ribose and D-mannose derivatives to achieve asymmetric synthesis of apio and homologated apio pyrimidine nucleosides.

Graphical abstract: Lead tetraacetate mediated one pot oxidative cleavage and acetylation reaction: an approach to apio and homologated apio pyrimidine nucleosides and their anticancer activity

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Article information

DOI
https://doi.org/10.1039/C5RA19080K
Article type
Paper
Submitted
24 Aug 2015
Accepted
18 Sep 2015
First published
21 Sep 2015

RSC Adv., 2015,5, 82450-82459

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Lead tetraacetate mediated one pot oxidative cleavage and acetylation reaction: an approach to apio and homologated apio pyrimidine nucleosides and their anticancer activity

A. Panda, S. Islam, M. K. Santra and S. Pal, RSC Adv., 2015, 5, 82450 DOI: 10.1039/C5RA19080K

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