Issue 0, 1986

Carbocyclic 2′-deoxyribonucleoside analogues: assignment of epimeric configuration and conformation by 1H nuclear magnetic resonance spectroscopy

Abstract

The determination of epimeric configuration of some novel carbocyclic 2′-deoxyribo-C-and -N-nucleosides by 1H n.m.r. spectroscopy is described. Assignments were derived initially from 3JHH vicinal coupling constants and then confirmed by n.O.e. difference spectroscopy. In both the C-nucleosides and N-nucleosides the β-epimers appear to adopt the same predominant conformation in solution, whereas in the α-epimers the equilibrium conformation is an average, with contribution from a number of different conformations.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1986, 405-409

Carbocyclic 2′-deoxyribonucleoside analogues: assignment of epimeric configuration and conformation by 1H nuclear magnetic resonance spectroscopy

R. C. Cookson, P. J. Dudfield and G. Klinkert, J. Chem. Soc., Perkin Trans. 1, 1986, 405 DOI: 10.1039/P19860000405

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