title: A convergent approach to huperzine A and analogues.
abstract: We describe a concise and convergent synthesis of (rac)-5-methoxy-6-azatricyclco[7.3.1.0(2,7)]trideca-2(7),3,5,11-tetraen-13-ol, which has the basic ring system of huperzine A, a potent inhibitor of acetylcholinesterase. We also describe the synthesis of the novel system 5-methoxy-6-azatricyclo[7.2.2.0(2,7)]trideca-2(7),3,5-trien-10-one and a series of related systems.
authors.affiliation: School of Chemistry, Queen's University Belfast, Stranmillis Road, Belfast BT9 5AG, Northern Ireland.
authors.forename: Seán A
authors.initials: SA
authors.lastname: Kelly
authors.forename: Yann
authors.initials: Y
authors.lastname: Foricher
authors.forename: John
authors.initials: J
authors.lastname: Mann
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: Bentley
mesh_terms: D000470:Alkaloids; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis; D003500:Cyclization; D003512:Cyclohexanones / Q000737:chemistry; D007536:Isomerism; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000470:Alkaloids; D002800:Cholinesterase Inhibitors; D003512:Cyclohexanones; D012717:Sesquiterpenes; C050426:huperzine A