title: Synthesis of beta-lactam scaffolds for ditopic peptidomimetics.
abstract: [reaction: see text] Ring opening of alpha-substituted-alpha-methoxycarbonyl-N-nosylaziridines provides a practical access to enantiopure alpha,alpha'-disubstituted beta-lactam scaffolds, novel types of ditopic reverse turn surrogates. The procedure is general, short, and high yielding and starts from handy alpha-substituted serinates and alpha-amino acid derivatives.
authors.affiliation: Departamento de Química OrgAnica-I, Universidad del País Vasco, Facultad de Química, Apdo 1072, 20080 San SebastiAn, Spain.
authors.forename: Claudio
authors.initials: C
authors.lastname: Palomo
authors.forename: Jesus M
authors.initials: JM
authors.lastname: Aizpurua
authors.forename: Eva
authors.initials: E
authors.lastname: Balentova
authors.forename: Azucena
authors.initials: A
authors.lastname: Jimenez
authors.forename: Joseba
authors.initials: J
authors.lastname: Oyarbide
authors.forename: Raluca M
authors.initials: RM
authors.lastname: Fratila
authors.forename: José Ignacio
authors.initials: JI
authors.lastname: Miranda
mesh_terms: D001388:Aziridines / Q000737:chemistry; D040761:Biomimetic Materials / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*; D047090:beta-Lactams / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D001388:Aziridines; D010455:Peptides; D047090:beta-Lactams; C033132:aziridine