title: Unexpected epimerization at C2 in the Horner-Wadsworth-Emmons reaction of chiral 2-substituted-4-oxopiperidines.
abstract: The observed epimerization at C2 in the Horner-Wadsworth-Emmons (HWE) reaction of chiral 2-substituted-4-oxopiperidines has been investigated and, on the basis of the experimental results, a mechanism for this unexpected process has been proposed.
authors.affiliation: Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Instituto Universitario de Catálisis Homogénea, Universidad de Zaragoza-CSIC, E-50009 Zaragoza, Spain.
authors.forename: Pablo
authors.initials: P
authors.lastname: Etayo
authors.forename: Ramón
authors.initials: R
authors.lastname: Badorrey
authors.forename: María D
authors.initials: MD
authors.lastname: Díaz-de-Villegas
authors.forename: José A
authors.initials: JA
authors.lastname: Gálvez
mesh_terms: D002244:Carbon / Q000737:chemistry*; D008968:Molecular Conformation; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D010880:Piperidines; D002244:Carbon