title: Optically pure beta-substituted beta-hydroxy aspartates as glutamate transporter blockers.
abstract: A short asymmetric synthesis of optically pure beta-substituted beta-hydroxy aspartates is described. The key step is an aldol reaction between a glycine enolate derived from an oxazinone intermediate used as chiral auxiliary and various alpha-keto esters. Excellent diastereomeric excesses are obtained.
authors.affiliation: UMR 5810-CNRS-LAPP Universités Montpellier I et II, Place E. Bataillon, 34095 Montpellier Cedex, France.
authors.forename: Johny
authors.initials: J
authors.lastname: Wehbe
authors.forename: Tarek
authors.initials: T
authors.lastname: Kassem
authors.forename: Valérie
authors.initials: V
authors.lastname: Rolland
authors.forename: Marc
authors.initials: M
authors.lastname: Rolland
authors.forename: Mohamad
authors.initials: M
authors.lastname: Tabcheh
authors.forename: Marie-Louise
authors.initials: ML
authors.lastname: Roumestant
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
mesh_terms: D027322:Amino Acid Transport System X-AG / Q000037:antagonists & inhibitors*; D001224:Aspartic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D004952:Esters / Q000737:chemistry; D007651:Keto Acids / Q000737:chemistry; D010078:Oxazines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D027322:Amino Acid Transport System X-AG; D004952:Esters; D007651:Keto Acids; D010078:Oxazines; D001224:Aspartic Acid