Metal-Catalyzed Sequential Formation of Distant Bonds in Organic Molecules: Palladium-Catalyzed Hydrosilylation/Cyclization of 1,n-Dienes by Chain Walking

Takuya Kochi, Kazuya Ichinose, Masayuki Shigekane, Taro Hamasaki, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Sequential formation of distant bonds in organic molecules was achieved for the palladium-catalyzed hydrosilylation/cyclization of various 1,n-dienes by chain walking of the metal catalyst. The reaction was applicable to various 1,n-dienes, including a 1,13-diene, to form a cyclopentane ring as well as a carbon–silicon bond at a remote site. The use of “nondissociative” chain walking provides a fascinating strategy in organic synthesis to functionalize distant parts of organic molecules, in a particular order, within a catalytic cycle by effectively moving the reactive center from a remote position.

Original languageEnglish
Pages (from-to)5261-5265
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number16
DOIs
Publication statusPublished - 2019 Apr 8

Keywords

  • alkenes
  • cyclizations
  • hydrosilylation
  • isomerizations
  • palladium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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