Efficient transformation of propargylic alcohols to α,β-unsaturated aldehydes catalyzed by ruthenium/water under neutral conditions

Toshiaki Suzuki, Makoto Tokunaga, Yasuo Wakatsuki

Research output: Contribution to journalArticle

71 Citations (Scopus)

Abstract

α,β-Unsaturated aldehydes were selectively obtained in high yields from propargylic alcohols in aqueous solutions using RuCpCl(PR3)2 (Cp=η5-C5H5) as a catalyst. Of the tert-phosphine ligands examined, PMe3 gave the most satisfactory results. Typically, RuCpCl(PMe3)2 (5 mol%) catalyzed the transformation of oct-1-yn-3-ol at 100°C to give 2-octenal in an isolated yield of 85% (E/Z=80/20).

Original languageEnglish
Pages (from-to)7531-7533
Number of pages3
JournalTetrahedron Letters
Volume43
Issue number42
DOIs
Publication statusPublished - Oct 14 2002
Externally publishedYes

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phosphine
Ruthenium
Aldehydes
Alcohols
Ligands
Catalysts
Water
2-octenal

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Efficient transformation of propargylic alcohols to α,β-unsaturated aldehydes catalyzed by ruthenium/water under neutral conditions. / Suzuki, Toshiaki; Tokunaga, Makoto; Wakatsuki, Yasuo.

In: Tetrahedron Letters, Vol. 43, No. 42, 14.10.2002, p. 7531-7533.

Research output: Contribution to journalArticle

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