title: Diastereoselective synthesis of a highly functionalized angularly substituted cis-perhydroisoquinoline-3,6-dione via organoiron.
abstract: Nitrile addition to cyclohexadienyium-Fe(CO)(3) perchlorate salt provides an efficient entry into the angularly substituted cis-fused perhydroisoquinoline ring system. The key steps in the assembly of the angularly substituted cis-octahydroisoquinoline ring are the transformation of the nitrile to an N-(benzylmethylencie)amino group and a diastereoselective intramolecular Michael reaction to form the bicyclic ring.
authors.affiliation: Department of Chemistry, National Sun Yat Sen University, Kaohsiung, Taiwan 804.
authors.forename: Jeng-Liang
authors.initials: JL
authors.lastname: Han
authors.forename: Meng-Chi
authors.initials: MC
authors.lastname: Liu
authors.forename: Chi Wi
authors.initials: CW
authors.lastname: Ong
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006865:Hydrogenation; D058085:Iron Compounds / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001643:Bridged Bicyclo Compounds; D058085:Iron Compounds; D007546:Isoquinolines; D009570:Nitriles; C549123:cis-perhydroisoquinoline-3,6-dione