Chain-walking strategy for organic synthesis: Catalytic cycloisomerization of 1,n-dienes

Takuya Kochi, Taro Hamasaki, Yuka Aoyama, Junichi Kawasaki, Fumitoshi Kakiuchi

Research output: Contribution to journalArticlepeer-review

113 Citations (Scopus)


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.

Original languageEnglish
Pages (from-to)16544-16547
Number of pages4
JournalJournal of the American Chemical Society
Issue number40
Publication statusPublished - 2012 Oct 10

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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