Cross-metathesis reaction of vinyl sulfones and sulfoxides

Anna Michrowska, Michał Bieniek, Mikhail Kim, Rafał Klajn, Karol Grela

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62 Citations (Scopus)

Abstract

Cross-metathesis reactions of α,β-unsaturated sulfones and sulfoxides in the presence of molybdenum and ruthenium pre-catalysts were tested. A selective metahesis reaction was achieved between functionalized terminal olefins and vinyl sulfones by using the 'second generation' ruthenium catalysts 1c-h while the highly active Schrock catalyst 1b was found to be functional group incompatible with vinyl sulfones. The cross-metathesis products were isolated in good yields with an excellent (E)-selectivity. Both the molybdenum and ruthenium-based complexes were, however, incompatible with α,β- and β,γ-unsaturated sulfoxides.

Original languageEnglish
Pages (from-to)4525-4531
Number of pages7
JournalTetrahedron
Volume59
Issue number25
DOIs
Publication statusPublished - Jun 16 2003

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Keywords

  • Carbene complex
  • Homogenous catalysis
  • Olefin metathesis
  • Ruthenium
  • Sulfone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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