title: Synthetically useful noncatalytic strategy: a stereocontrolled rapid cyclization of a three component system to afford hexahydropyrrolizines.
abstract: We demonstrate a highly regio- and stereoselective annulation strategy involving unprecedented C2-H and N-H of proline esters, α,β-unsaturated aromatic aldehydes and deactivated olefins without a catalytic aid to afford medicinally important pyrrolo[3,4-a]pyrrolizines and hexahydropyrrolizines under benign reaction conditions.
authors.affiliation: Department of Chemistry, University of Calcutta, University College of Science, 92, A. P. C. Road, Kolkata-700009, India. dkmchem@caluniv.ac.in.
authors.forename: Tista
authors.initials: T
authors.lastname: Sengupta
authors.forename: Saikat
authors.initials: S
authors.lastname: Khamarui
authors.forename: Srikanta
authors.initials: S
authors.lastname: Samanta
authors.forename: Dilip K
authors.initials: DK
authors.lastname: Maiti
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004952:Esters / Q000737:chemistry; D006868:Hydrolysis; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism; D013997:Time Factors
chemical_list: D000447:Aldehydes; D004952:Esters; D011758:Pyrroles; D011392:Proline