title: Synthesis of alkylidenecyclopropanes by palladium-catalyzed reaction of propargyl-substituted malonate esters with aryl halides by anti-carbopalladation pathway.
abstract: Palladium-catalyzed arylative cyclization of propargyl-substituted malonate esters with aryl halides offers a stereoselective approach to alkylidenecyclopropanes. The reaction proceeds by an anti-carbopalladation pathway, which guarantees the exclusive stereocontrol of the resulting double bond. The highly strained as well as densely substituted skeletons of the products facilitate further versatile transformations, which underscores the importance of the products as synthetic intermediates.
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
authors.forename: Daishi
authors.initials: D
authors.lastname: Fujino
authors.forename: Hideki
authors.initials: H
authors.lastname: Yorimitsu
authors.forename: Koichiro
authors.initials: K
authors.lastname: Oshima
mesh_terms: D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry; D006846:Hydrocarbons, Halogenated; D008314:Malonates / Q000737:chemistry; D010165:Palladium / Q000737:chemistry
chemical_list: D000480:Alkynes; D003521:Cyclopropanes; D006841:Hydrocarbons, Aromatic; D006846:Hydrocarbons, Halogenated; D008314:Malonates; D010165:Palladium