Synthesis of unnatural C-2 amino acid nucleosides using NIS-mediated ring opening of 1,2-cyclopropane carboxylated sugar derivatives

Haveli, Shrutisagar Dattatraya ; Roy, Sudipta ; Chandrasekaran, Srinivasan (2009) Synthesis of unnatural C-2 amino acid nucleosides using NIS-mediated ring opening of 1,2-cyclopropane carboxylated sugar derivatives Synlett (3). pp. 451-455. ISSN 0936-5214

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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...

Related URL: http://dx.doi.org/10.1055/s-0028-1087545

Abstract

We have developed a general and efficient method for the stereoselective construction of pyrimidine-based pyranosyl C-2 amino acid nucleosides using NIS-mediated ring opening of 1,2-cyclopropanated sugar derivatives. This methodology has been successfully extended to the synthesis of furanosyl nucleosides, which have potential applications in the development of novel, nontoxic antifungal therapeutics.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Amino Acid Nucleoside; Donor-acceptor; Polyoxin; Purine; Pyrimidine
ID Code:7311
Deposited On:25 Oct 2010 11:50
Last Modified:01 Feb 2011 09:11

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