title: Total syntheses of chelidonine and norchelidonine via an enamide-benzyne-[2 + 2] cycloaddition cascade.
abstract: Total syntheses of chelidonine and norchelidonine featuring an enamide-benzyne-[2 + 2] cycloaddition initiated cascade is described. The cascade includes a pericyclic ring-opening and intramolecular Diels-Alder reaction.
authors.affiliation: Department of Chemistry and Division of Pharmaceutical Sciences, University of Wisconsin, Madison, Wisconsin 53705, USA.
authors.forename: Zhi-Xiong
authors.initials: ZX
authors.lastname: Ma
authors.forename: John B
authors.initials: JB
authors.lastname: Feltenberger
authors.forename: Richard P
authors.initials: RP
authors.lastname: Hsung
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry; D053119:Benzophenanthridines / Q000138:chemical synthesis* / Q000737:chemistry; D001600:Berberine Alkaloids; D018360:Crystallography, X-Ray; D003500:Cyclization; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001555:Benzene Derivatives; D053119:Benzophenanthridines; D001600:Berberine Alkaloids; C524146:benzyne; C062047:chelidonine; C517745:homochelidonine