Cross-metathesis reaction of vinyl sulfones and sulfoxides

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

Research output: Contribution to journalArticle

63 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

Fingerprint

Sulfoxides
Ruthenium
Cross Reactions
Molybdenum
Catalysts
Sulfones
Alkenes
Functional groups
divinyl sulfone

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Cross-metathesis reaction of vinyl sulfones and sulfoxides. / Michrowska, Anna; Bieniek, Michał; Kim, Mikhail; Klajn, Rafal; Grela, Karol.

In: Tetrahedron, Vol. 59, No. 25, 16.06.2003, p. 4525-4531.

Research output: Contribution to journalArticle

Michrowska, A, Bieniek, M, Kim, M, Klajn, R & Grela, K 2003, 'Cross-metathesis reaction of vinyl sulfones and sulfoxides', Tetrahedron, vol. 59, no. 25, pp. 4525-4531. https://doi.org/10.1016/S0040-4020(03)00682-3
Michrowska, Anna ; Bieniek, Michał ; Kim, Mikhail ; Klajn, Rafal ; Grela, Karol. / Cross-metathesis reaction of vinyl sulfones and sulfoxides. In: Tetrahedron. 2003 ; Vol. 59, No. 25. pp. 4525-4531.
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