title: A palladium-catalyzed vinylcyclopropane (3+2) cycloaddition approach to the Melodinus alkaloids.
abstract: A palladium-catalyzed (3+2) cycloaddition of a vinylcyclopropane and a β-nitrostyrene is employed to rapidly assemble the cyclopentane core of the Melodinus alkaloids. The ABCD ring system of the natural product family is prepared in six steps from commercially available materials.
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 101-20, Pasadena, California 91125, USA.
authors.forename: Alexander F G
authors.initials: AF
authors.lastname: Goldberg
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D029062:Apocynaceae / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011407:Propane / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D014753:Vinyl Compounds; D010165:Palladium; D011407:Propane