title: Domino formation of enamines--intramolecular cyclizations to 1-aminotetralins from γ-arylallene aldehydes and amines.
abstract: 1,5-/1,6-Allenals conjugated to an aromatic ring undergo a cyclization, in the presence of an amine, that leads to tricyclic compounds including the 1-aminotetralin scaffold. This domino process combines the in situ formation of the enamine and the cyclization affording the tricyclic 1-aminotetralins in very high diastereoselectivities.
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Valérian
authors.initials: V
authors.lastname: Gobé
authors.forename: Pascal
authors.initials: P
authors.lastname: Retailleau
authors.forename: Xavier
authors.initials: X
authors.lastname: Guinchard
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D013237:Stereoisomerism; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000588:Amines; D013764:Tetrahydronaphthalenes; C034592:1-aminotetralin