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Synthèse et réactivité vis-à-vis de réactifs nucléophiles des méthyl-3,4-anhydro-2,6-didésoxy-α- et -β-l-lyxo- et -ribo-hexopyranosides

✍ Scribed by Alain Martin; Mary Païs; Claude Monneret


Publisher
Elsevier Science
Year
1983
Tongue
English
Weight
804 KB
Volume
113
Category
Article
ISSN
0008-6215

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✦ Synopsis


The ring-opening reactions of methyl 3,4-anhydro-2,6-dideoxy-a-and -/3-L-IJIXOand -ribo-hexopyranosides with sodium azide, ammonia, methyl-and dimethylamine, and sodium methoxide were studied. Regioselectivity is explained in terms of steric and conformational factors. SOMMAIRE L'ouverture du cycle de quatre anhydro-sucres, les mCthyl-3,4-anhydro-2,6didkoxy-a-et -/3-L-~J~XO-et -rib+hexopyranosides, par action de NaN,, NH,, NH,Me, NHMe, et NaOMe est d&rite. Une interpritation de la rtgiosClectivitC observke est proposte cn fonction de facteurs essentiellement stkriques et conformationnels.


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