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Licensed Unlicensed Requires Authentication Published by De Gruyter June 2, 2014

Syntheses of Anomeric Pairs of New C-Nucleosides via 1,3-Dipolar Cycloaddition Reaction, Part II

  • Zahida Maqboor , Mashooda Hasan , Kevin T. Potts , Abdul Malik , Tanveer Ahmad Nizami and Wolfgang Voelter


1,3-Dipolar cycloaddition of dipolarophiles (1) and (2) with endocyclic heterocyclic azomethine ylides (4), (14) and (24), prepared in situ, leads to the protected β-and α-C-nucleo-sides (7), (8), (17), (18), (27) and (28), respectively. These, on subsequent hydrolysis, provide the corresponding C-nucleosides. The structures of all the synthesized com pounds are con­ firmed through analytical and spectral data. The assignment of configuration at C -1′ position of the C-nucleosides could be done by a comparative study of the properties of the corre­sponding α and β anomers with a reasonable degree of certainity.

Received: 1997-7-25
Published Online: 2014-6-2
Published in Print: 1997-11-1

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