Spin labelled C-glycoside analogs : derivatives of 1,4-anhydro-4-deoxy-2,3-O-cyclopentylidene-1,4-N-hydroxyimino-DL-erythrofuranose

Article Article scientifique Article Spin labelled C-glycoside analogs : derivatives of 1,4-anhydro-4-deoxy-2,3-O-cyclopentylidene-1,4-N-hydroxyimino-DL-erythrofuranose eng 1995 author Tronchet Jean Marcel Julien 25054 author Balkadjian Mirna 24298 author Zosimo-Landolfo Guido 21909 author Barbalat Françoise 25461 author Lichtle Patrick author Ricca Alessandra 26777 author Komaromi Istvan 27773 author Bernardinelli Gérald Hugues 24765 author Geoffroy Michel 25153 17-34 10.1080/07328309508006434 0732-8303 A series of 2,3-O-cyclopentylidene C-glycoside analogs in which the furanose ring has been replaced with a N-hydroxypyrrolidine have been prepared. A structural study of these tricyclic compounds and the aminoxyl radicals thereof has been carried out using variable temperature 1H NMR, X-ray diffraction, molecular dynamics and EPR spectroscopy. Both types of compounds, N-hydroxypyrrolidines and pyrrolidine N-oxyls, fundamentally prefer - in solutions- N-endo conformations over the alternate, N-exo forms found by X-ray diffraction studies and computed to be more stable by molecular dynamics. Dewey 540 Dewey 615 38 Département de chimie physique 142 31 Section des sciences pharmaceutiques 17 false 688 Groupe Geoffroy Journal of carbohydrate chemistry 14 1 Faculté des sciences / Section de chimie et biochimie / Département de chimie physique Faculté des sciences / Section des sciences pharmaceutiques

Title	Published in	Year	Views	Downloads

Spin labelled C-glycoside analogs : derivatives of 1,4-anhydro-4-deoxy-2,3-O-cyclopentylidene-1,4-N-hydroxyimino-DL-erythrofuranose	Journal of carbohydrate chemistry	1995	688	0
Analogues de sucres, C-glycosides et N-nucléosides dérivés des N-hydroxypyrrolidine et N-hydroxypipéridine et radicaux libres aminoxyles correspondants		1994	442	1

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