Pearson, M. S. M., Evain, M., Mathe-Allainmat, M. & Lebreton, J. (2007) First total synthesis of (+)-adenophorine, a naturally occurring inhibitor of Glycosidases. Eur. J. Org. Chem. 4888–4894.
Added by: Laurent Cournède (2016-03-10 22:02:29) |
Type de référence: Article DOI: 10.1002/ejoc.200700459 Numéro d'identification (ISBN etc.): 1434-193X Clé BibTeX: Pearson2007 Voir tous les détails bibliographiques |
Catégories: MIOPS Mots-clés: acid, adenophorine, allylation, allylic alcohols, biological evaluation, chiral imines, configuration, Epoxidation, imine, iminosugars, nobel lecture, olefin-metathesis, rcm, ring-closing metathesis, therapeutic applications Créateurs: Evain, Lebreton, Mathe-Allainmat, Pearson Collection: Eur. J. Org. Chem. |
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Résumé |
The first total synthesis of a naturally occurring iminosugar, (+)-adenophorine, in 14 steps from the (+)-enantiomer of Garner's aldehyde, is reported. The strategy is based on the preparation and functionalization of enantiomerically pure trans - 6 - ethyl- 2 - hydroxymethyl - 1, 2,5,6 - tetrahydro pyridine.
Added by: Laurent Cournède |