title: A highly regioselective ring-opening metathesis-cross metathesis process modulated by the electronic effects of the cross metathesis partner: an entry to quaternary prolines.
abstract: A modulation of the regioselectivity in the ring-opening metathesis-cross metathesis (ROCM) process, originated by the electronic features of the acyclic olefin, is described. Electron-poor and electron-rich olefins showed opposing behavior giving different regioisomers. The reaction opens the way to the synthesis of interesting proline analogues incorporating a quaternary stereocenter.
authors.affiliation: Departamento de Química, Universidad de La Rioja, Grupo de Sííntesis Química de La Rioja, UA-CSIC, 26006 Logrono, Spain.
authors.forename: Javier
authors.initials: J
authors.lastname: Carreras
authors.forename: Alberto
authors.initials: A
authors.lastname: Avenoza
authors.forename: Jesús H
authors.initials: JH
authors.lastname: Busto
authors.forename: Jesús M
authors.initials: JM
authors.lastname: Peregrina
mesh_terms: D000475:Alkenes / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D004583:Electrons; D011392:Proline / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000475:Alkenes; D002264:Carboxylic Acids; D011392:Proline