Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: synthesis from D-mannose

Pierre Vogel, Claudia Bello
2010
Article

Résumé

An approach to the synthesis of polyhydroxyazepane derivatives from sugar-based epoxyamides or epoxyalcohols, in which the total regioselective epoxide opening by nitrogen nucleophiles is the key step, is described. Thus, novel polyhydroxyazepane carboxamides and aminomethyl polyhydroxyazepanes, with potential pharmacological interest, are synthesized from diacetone D-mannose. Configurational assignments of the obtained products were determined. (C) 2010 Elsevier Ltd. All rights reserved.

Source officielle

https://infoscience.epfl.ch/record/172306?ln=fr

À propos de ce résultat

Cette page est générée automatiquement et peut contenir des informations qui ne sont pas correctes, complètes, à jour ou pertinentes par rapport à votre recherche. Il en va de même pour toutes les autres pages de ce site. Veillez à vérifier les informations auprès des sources officielles de l'EPFL.

Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: synthesis from D-mannose

Influence of the hydrophile-lipophile balance of perfluorinated surfactants on the emulsion stability

Synthesis and Applications of Ynimines and Enantioselective Total Synthesis of Artatrovirenol A

Asymmetric Total Synthesis of Indole Alkaloids (+)-Condyfoline, (-)-Tubifoline, (+)-Dasycarpidone and (+)-Uleine

Synthesis and Applications of Ynimines and Enantioselective Total Synthesis of Artatrovirenol A

Influence of the hydrophile-lipophile balance of perfluorinated surfactants on the emulsion stability

Asymmetric Total Synthesis of Indole Alkaloids (+)-Condyfoline, (-)-Tubifoline, (+)-Dasycarpidone and (+)-Uleine