title: Asymmetric allylation/ring closing metathesis: one-pot synthesis of benzo-fused cyclic homoallylic amines. Application to the formal synthesis of Sertraline derivatives.
abstract: A one-pot asymmetric allylation/ring closing metathesis (RCM) sequence for the synthesis of cyclic homoallylic amines has been developed. A library of six- and seven-membered benzo-fused products has been synthesized in good yields and complete diastereoselectivity. The new methodology has been applied to the formal syntheses of the antidepressant Sertraline and the epimeric Norsertraline. The methodology is amenable for the synthesis of analogs.
authors.affiliation: Departamento de Química Orgánica, Universidad de Valencia, E-46100 Burjassot, Spain. Santos.fustero@uv.es
authors.forename: Santos
authors.initials: S
authors.lastname: Fustero
authors.forename: Rubén
authors.initials: R
authors.lastname: Lázaro
authors.forename: Lidia
authors.initials: L
authors.lastname: Herrera
authors.forename: Elsa
authors.initials: E
authors.lastname: Rodríguez
authors.forename: Natalia
authors.initials: N
authors.lastname: Mateu
authors.forename: Pablo
authors.initials: P
authors.lastname: Barrio
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D020280:Sertraline / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000588:Amines; D020280:Sertraline