title: Palladacycle-catalyzed methylenecyclopropanation of bicyclic alkenes with propiolates.
abstract: An efficient way to access functionalized methylenecyclopropanes has been developed by palladacycle-catalyzed cyclopropanation of bicyclic alkenes with propiolates in high yields. The structure of the palladacycle was kept intact in the reaction, shown by (31)P NMR spectrum studies. A rational mechanism has been proposed with a deuterium-labeled experiment. The usefulness of the functionalized methylenecyclopropanes has also been demonstrated.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, ‡Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Ling Ling Road, Shanghai, 200032, China.
authors.forename: Dong-Liang
authors.initials: DL
authors.lastname: Mo
authors.forename: Teng
authors.initials: T
authors.lastname: Yuan
authors.forename: Chang-Hua
authors.initials: CH
authors.lastname: Ding
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Dai
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Hou
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000480:Alkynes; D001643:Bridged Bicyclo Compounds; D003521:Cyclopropanes; D009942:Organometallic Compounds; D011422:Propionates; C508672:methylenecyclopropane; D010165:Palladium; C011537:propiolic acid