title: Highly regio- and diastereo-selective synthesis of novel tri- and tetra-cyclic perhydroquinoline architectures via an intramolecular [3 + 2] cycloaddition reaction.
abstract: A facile and efficient synthetic protocol was established for the construction of novel tri- and tetra-cyclic pyrrolo/pyrrolizinoquinoline architectures via the in situ formation of azomethine ylide followed by an intramolecular [3 + 2] cycloaddition reaction strategy. This protocol leads to the creation of two/three new rings and three/four contiguous stereocentres, in which one of them is a tetra-substituted carbon center, in a highly diastereoselective fashion with excellent yields.
authors.affiliation: Department of Chemistry, Pondicherry University, Pondicherry - 605 014, India. bhakthadoss@yahoo.com.
authors.forename: M
authors.initials: M
authors.lastname: Bakthadoss
authors.forename: D
authors.initials: D
authors.lastname: Kannan
authors.forename: J
authors.initials: J
authors.lastname: Srinivasan
authors.forename: V
authors.initials: V
authors.lastname: Vinayagam
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D016503:Drug Delivery Systems; D015195:Drug Design; D008956:Models, Chemical; D015394:Molecular Structure; D011804:Quinolines / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D011804:Quinolines; D013882:Thiosemicarbazones; C512188:azomethine; D002244:Carbon; C542964:1,2,3,4-tetrahydroquinoline