title: Asymmetric allylation/Pauson-Khand reaction: a simple entry to polycyclic amines. Application to the synthesis of aminosteroid analogues.
abstract: Asymmetric allylation of o-iodoarylsulfinylimines has been achieved in high diastereoselectivities. The thus-obtained o-iodoarylhomoallylic sulfinamides participate in a subsequent Sonogashira coupling followed by a diastereoselective intramolecular Pauson-Khand reaction. In this way, tricyclic amines showing a unique benzo-fused indenyl backbone were obtained. The methodology has been applied to the synthesis of amino steroid analogues.
authors: Departamento de Química Orgánica, Universidad de Valencia , E-46100 Burjassot, Spain.
authors: Santos
authors: S
authors: Fustero
authors: Rubén
authors: R
authors: Lázaro
authors: Nuria
authors: N
authors: Aiguabella
authors: Antoni
authors: A
authors: Riera
authors: Antonio
authors: A
authors: Simón-Fuentes
authors: Pablo
authors: P
authors: Barrio
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000588:Amines; D013256:Steroids