title: Catalytic Enantioselective Synthesis of N,C(α),C(α)-Trisubstituted α-Amino Acid Derivatives Using 1H-Imidazol-4(5H)-ones as Key Templates.
abstract: 1H-Imidazol-4(5H)-ones are introduced as novel nucleophilic α-amino acid equivalents in asymmetric synthesis. These compounds not only allow highly efficient construction of tetrasubstituted stereogenic centers, but unlike hitherto known templates, provide direct access to N-substituted (alkyl, allyl, aryl) α-amino acid derivatives.
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018 San Sebastián (Spain).
authors.forename: Julen
authors.initials: J
authors.lastname: Etxabe
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018 San Sebastián (Spain).
authors.forename: Joseba
authors.initials: J
authors.lastname: Izquierdo
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018 San Sebastián (Spain).
authors.forename: Aitor
authors.initials: A
authors.lastname: Landa
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018 San Sebastián (Spain).
authors.forename: Mikel
authors.initials: M
authors.lastname: Oiarbide
authors.affiliation: Departamento de Química Orgánica I, Universidad del País Vasco UPV/EHU, Manuel Lardizabal 3, 20018 San Sebastián (Spain). claudio.palomo@ehu.es.
authors.forename: Claudio
authors.initials: C
authors.lastname: Palomo
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D007093:Imidazoles
keywords: Michael additions; amino acids; asymmetric catalysis; organocatalysis; synthetic methods