title: SN2 vs. E2 on quaternary centres: an application to the synthesis of enantiopure beta2,2-amino acids.
abstract: S(N)2 and E2 competing reactions in cyclic sulfamidates can be modulated by the change of an amide group to an ester group attached to the quaternary carbon activated for the nucleophilic attack, allowing an easy approach to enantiopure alpha,alpha-disubstituted beta-amino acids.
authors.affiliation: Departamento de Química, Universidad de La Rioja, Grupo de Síntesis Química de La Rioja, U.A.-C.S.I.C., E-26006 Logroño, Spain. alberto.avenoza@dq.unirioja.es
authors.forename: Alberto
authors.initials: A
authors.lastname: Avenoza
authors.forename: Jesús H
authors.initials: JH
authors.lastname: Busto
authors.forename: Francisco
authors.initials: F
authors.lastname: Corzana
authors.forename: Gonzalo
authors.initials: G
authors.lastname: Jiménez-Osés
authors.forename: Jesús M
authors.initials: JM
authors.lastname: Peregrina
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis*; D004952:Esters / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry
chemical_list: D000596:Amino Acids; D004952:Esters; D013449:Sulfonamides; D005459:Fluorides