title: Stereoselective synthesis of unsaturated α-amino acids.
abstract: Stereoselective synthesis of unsaturated α-amino acids was performed by asymmetric alkylation. Two methods were investigated and their enantiomeric excess measured and compared. The first route consisted of an enantioselective approach induced by the Corey-Lygo catalyst under chiral phase transfer conditions while the second one involved the hydroxypinanone chiral auxiliary, both implicating Schiff bases as substrate. In all cases, the use of a prochiral Schiff base gave higher enantiomeric excess and yield in the final desired amino acid.
authors.affiliation: IBMM, UMR-CNRS-5247, Universités Montpellier I and II, Place Eugène Bataillon, 34095, Montpellier, France.
authors.forename: Roberto
authors.initials: R
authors.lastname: Fanelli
authors.forename: Louis
authors.initials: L
authors.lastname: Jeanne-Julien
authors.forename: Adeline
authors.initials: A
authors.lastname: René
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Florine
authors.initials: F
authors.lastname: Cavelier
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids