Selective Long-Distance Isomerization of Terminal Alkenes via Nondissociative Chain Walking

Yuya Yamasaki, Takaaki Kumagai, Shota Kanno, Fumitoshi Kakiuchi, Takuya Kochi

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Selective long-distance isomerization of terminal alkenes to silyl enol ethers proceeded via nondissociative chain walking using phenanthroline palladium catalysts. Notable features achieved taking advantage of the nondissociative chain walking mechanism include high efficiency obtained regardless of the chain length, high chemoselectivity toward terminal alkenes over internal ones, and retention of the stereoconfiguration of the stereocenter on the alkyl chain.

Original languageEnglish
Pages (from-to)9322-9333
Number of pages12
JournalJournal of Organic Chemistry
Volume83
Issue number16
DOIs
Publication statusPublished - 2018 Aug 17

ASJC Scopus subject areas

  • Organic Chemistry

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