GaCl3-catalyzed α-ethenylation reaction of ketone

Ryo Amemiya, Yoshio Nishimura, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

In the presence of catalytic amounts of GaCl3 (10 mol%) and 2,6-di(t-butyl)-4-methylpyridine (10 mol%), five- or six-membered ring ketones possessing α,α′-disubstituents are ethenylated at the α-carbon with triethylsilylethyne at 180°C. The roles of the base are to inhibit decomposition of the products and to promote proto-degallation of the organogallium intermediates.

Original languageEnglish
Pages (from-to)1307-1314
Number of pages8
JournalSynthesis
Issue number9
DOIs
Publication statusPublished - 2004 Jun 18

Keywords

  • Catalytic reaction
  • Cyclic ketone
  • GaCl
  • Silylethyne
  • α-ethenylation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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