title: Chain-walking strategy for organic synthesis: catalytic cycloisomerization of 1,n-dienes.
abstract: The catalytic construction of carbon-carbon bonds in small organic molecules via chain walking is described. Catalytic cycloisomerization of 1,n-dienes via chain walking was achieved using a palladium-1,10-phenanthroline catalyst to form five-membered-ring products. By means of a cycloisomerization/hydrogenation protocol, 1,7- to 1,14-dienes were selectively converted to bicyclo[4.3.0]nonane derivatives. The use of chain walking provides a new method in organic synthesis to functionalize unreactive carbon-hydrogen bonds by letting the catalyst look for preferable bond-forming sites by moving around on the substrate.
authors.affiliation: Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan. kochi@chem.keio.ac.jp
authors.forename: Takuya
authors.initials: T
authors.lastname: Kochi
authors.forename: Taro
authors.initials: T
authors.lastname: Hamasaki
authors.forename: Yuka
authors.initials: Y
authors.lastname: Aoyama
authors.forename: Junichi
authors.initials: J
authors.lastname: Kawasaki
authors.forename: Fumitoshi
authors.initials: F
authors.lastname: Kakiuchi