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Naud, S., Pipelier, M., Viault, G., Adjou, A., Huet, F., Legoupy, S., Aubertin, A.-M., Evain, M. & Dubreuil, D. (2007) Synthesis of polyhydroxylated pyrano-pyrrole derivatives from carbohydrate precursors. Eur. J. Org. Chem. 3296–3310.
Added by: Laurent Cournède (2016-03-10 22:02:30) |
| Type de référence: Article DOI: 10.1002/ejoc.200700102 Numéro d'identification (ISBN etc.): 1434-193X Clé BibTeX: Naud2007 Voir tous les détails bibliographiques  |
Catégories: MIOPS Mots-clés: 2, 4, 5-tetrazine-3, 6-dicarboxylate, activated pyrroles, alpha, alpha-pyrone, analogs, carbohydrates, cycloaddition, dimethyl 1, goniothalamus-giganteus annonaceae, goniotriol, inhibitor, nitrogen extrusion, pyridazine, pyridazines, pyrrole, ring contraction Créateurs: Adjou, Aubertin, Dubreuil, Evain, Huet, Legoupy, Naud, Pipelier, Viault Collection: Eur. J. Org. Chem. |
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| Résumé |
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The efficient synthesis of novel polyhydroxy-tetrahydropyrano-pyrroles from acetylenic carbohydrate precursors in three to four steps is described. The methodology involves, as key steps, the ring contraction of pyridazine intermediates obtained by an inverse-demand Diels-Alder reaction and subsequent intramolecular lactonization. ((c) Wiley-VCH Verlag GmbH \& Co. KGaA, 69451 Weinheim, Germany, 2007).
Added by: Laurent Cournède |