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- W2087933967 abstract "Regioselectivity of the opening of 2,3-anhydrofuranosides 1 (α and β) and 2 (α and β) by dimethylamine (and by ammonia for 1) has been determined. Thermic stability of the eight corresponding vic-dimethylaminomesylates 11–14 (α and β) in CD3CN and C6D6 has been studied by 1H NMR : in each case steric hindrance seems to be the determinant factor of the four thermodynamic equilibria 11 ⇄ 12 (α and β) and 13 ⇄ 14 (α and β) ; aziridinium ions are assumed to be formed as intermediates and one of them has been effectively observed. Larégiosélectivité de l'ouverture des 2,3-anhydrofuranosides 1 (α et β) et 2 (α et β) par la diméthylamine (et par l'ammoniaque dans le cas de 1) a été déterminée. La stabilité thermique des huit vic-diméthylaminomésylates correspondants 11–14 (α et β) dans CD3CN et C6D6 a été étudiée à l'aide de la RMN 1H. La position des quatre équilibres thermodynamiques observés, 11 ⇄ 12 (α et β) et 13 ⇄ 14 (α et β) dépend principalement de l'encombrement stérique ; des ions aziridinium semblentêtre les intermédiaires de ces équilibres et l'un d'entre eux a puêtremisen évidence." @default.
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- W2087933967 date "1992-01-01" @default.
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- W2087933967 title "Synthese et equilibre thermodynamique des huit 5-O-benzyl-2- (ou 3)- dimethylamino-3 (ou 2)-O-mesyl-α (ou β)-D- (ou ) - furanosides de methyle" @default.
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- W2087933967 doi "https://doi.org/10.1016/s0040-4020(01)90122-x" @default.
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