title: Asymmetric synthesis of quaternary α-amino acid derivatives and their fluorinated analogues.
abstract: In this work, we describe the asymmetric synthesis of a series of fluorinated and non-fluorinated quaternary α-amino acid derivatives. This methodology involves the diastereoselective addition of chiral 2-p-tolylsulfinyl benzylcarbanions to either imines containing a 2-furyl moiety or trifluoromethyl α-imino esters. Synthetic practicality of this method is demonstrated by short (two-steps) and convenient preparation of 2-(trifluoromethyl)indoline-2-carboxylates.
authors.affiliation: Departamento de Química Orgánica, Universidad de Valencia Burjassot, 46100 Valencia, Spain. santos.fustero@uv.es
authors.forename: Santos
authors.initials: S
authors.lastname: Fustero
authors.forename: María
authors.initials: M
authors.lastname: Sánchez-Roselló
authors.forename: Claribel
authors.initials: C
authors.lastname: Báez
authors.forename: Carlos
authors.initials: C
authors.lastname: Del Pozo
authors.forename: José L
authors.initials: JL
authors.lastname: García Ruano
authors.forename: José
authors.initials: J
authors.lastname: Alemán
authors.forename: Leyre
authors.initials: L
authors.lastname: Marzo
authors.forename: Alejandro
authors.initials: A
authors.lastname: Parra
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D054879:Halogenation; D007097:Imines / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D007097:Imines