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Derivatives of 3-deoxy-3-(N-hydroxyamino)-D-ribose

Barbalat-Rey, Françoise
Published in Journal of Carbohydrate Chemistry. 1993, vol. 12, no. 4-5, p. 537-556
Abstract A series of 3-(N-arylmethyl-N-hydroxyamino)-l,2-O-cyclopentylidene-3-deoxy-5-O-toluoyl-agr-D-riboses has been prepared. The blocking groups used were chosen to allow an easy nucleosidation of these compounds to spin labelled analogs of natural nucleosides. The conformational behavior of the N-arylmethyl-N-hydroxyamino group has been studied using 3/CH NMR coupling data and molecular mechanics computations. Upon spontaneous oxidation, these hydroxylamines led to the corresponding aminoxyl free radicals which were submitted to EPR spectroscopy and quantum mechanical computations at a semiempirical level (PM3).
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Research groups Groupe Geoffroy
Groupe Weber
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TRONCHET, Jean Marcel Julien et al. Derivatives of 3-deoxy-3-(N-hydroxyamino)-D-ribose. In: Journal of Carbohydrate Chemistry, 1993, vol. 12, n° 4-5, p. 537-556. https://archive-ouverte.unige.ch/unige:2896

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Deposited on : 2009-09-21

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