A focus on the asymmetric synthesis of a novel threo-ß-benzyl-ß-hydroxy aspartate analogue Auteur(s): Rolland-Fulcrand V. (Article) Publié: Tetrahedron Asymmetry, vol. 23 p.94-99 (2012) Ref HAL: hal-00668879_v1 DOI: 10.1016/j.tetasy.2012.01.004 Résumé: Considering the biological activity of b-alkyl-b-hydroxyaspartate derivatives as potent blockers of glutamate transporters (EAATs) impacting on glutamatergic synapses activity, we have developed a concise, asymmetric synthesis of enantiomerically pure threo-b-benzyl-b-hydroxyaspartates. The key step is a regiospecific and stereoselective Sharpless asymmetric aminohydroxylation (SAA) on previously synthesized benzyl fumarate. |