Transition metal-catalyzed ring-opening, substitution, and cyclopropanation reactions via vinylcarbene complexes generated from O-propargyl thiocarbamates

Yuji Ikeda, Masahito Murai, Tomohiro Abo, Koji Miki, Kouichi Ohe

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

We have developed various transition metal-catalyzed vinylcarbene transfer reactions, such as ring-opening, substitution, and cyclopropanation reactions, using O-propargyl thiocarbamates as carbene precursors. Platinum, ruthenium, rhodium, and gold complexes are effective for vinylcarbenoid formation. The highly nucleophilic nature and resonance effect of a thiocarbamoyl moiety readily permit the rearrangement of a thiocarbamoyl moiety from a propargylic position to an adjacent alkynyl carbon to give the intermediary vinylcarbene complexes.

Original languageEnglish
Pages (from-to)6651-6654
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number38
DOIs
Publication statusPublished - Sep 17 2007

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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