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

1 Citation (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

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Hydrosilylation
Cyclization
Palladium
Metals
Cyclopentanes
Molecules
Catalysts

Keywords

  • alkenes
  • cyclizations
  • hydrosilylation
  • isomerizations
  • palladium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Metal-Catalyzed Sequential Formation of Distant Bonds in Organic Molecules : Palladium-Catalyzed Hydrosilylation/Cyclization of 1,n-Dienes by Chain Walking. / Kochi, Takuya; Ichinose, Kazuya; Shigekane, Masayuki; Hamasaki, Taro; Kakiuchi, Fumitoshi.

In: Angewandte Chemie - International Edition, Vol. 58, No. 16, 08.04.2019, p. 5261-5265.

Research output: Contribution to journalArticle

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