title: Synthesis of the tetracyclic ABCD ring systems of madangamines D-F.
abstract: Synthesis of the tetracyclic cores of madangamines D-F was achieved, featuring a reductive radical process from an ethoxycarbonyldichloroacetamide to build the morphan nucleus, a Mitsunobu-type aminocyclization toward the common diazatricyclic intermediate, and ring-closing metathesis reactions for the macrocyclization step leading to the 13- to 15-membered rings.
authors.affiliation: Laboratori de Química Orgànica, Facultat de Farmàcia, IBUB, Universitat de Barcelona , Av. Joan XXIII s/n, 08028 Barcelona, Spain.
authors.forename: Faïza
authors.initials: F
authors.lastname: Diaba
authors.forename: Climent
authors.initials: C
authors.lastname: Pujol-Grau
authors.forename: Agustín
authors.initials: A
authors.lastname: Martínez-Laporta
authors.forename: Israel
authors.initials: I
authors.lastname: Fernández
authors.forename: Josep
authors.initials: J
authors.lastname: Bonjoch
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008386:Marine Biology; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; C583216:madangamine D