Enantioselective epoxidation of isoflavones by Jacobsen's Mn(III)salen catalysts and dimethyldioxirane oxygen-atom source

Waldemar Adam, Rainer T. Fell, A. Lévai, T. Patonay, Karl Peters, A. Simon, Gábor Tóth

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

The catalytic enantioselective epoxidation of the isoflavones 1a-f has been performed by the Mn(III)salen complexes (R,R)-3 and (S,S)-3 as catalysts and dimethyldioxirane as the oxygen-atom source to afford optically active isoflavone epoxides 2a-f. The absolute configuration of the nonracemic epoxides 2 have been determined by X-ray diffraction analysis. Our present results constitute the first examples of the preparation of optically active isoflavone epoxides.

Original languageEnglish
Pages (from-to)1121-1124
Number of pages4
JournalTetrahedron Asymmetry
Volume9
Issue number7
DOIs
Publication statusPublished - Apr 9 1998

Fingerprint

Isoflavones
epoxidation
Epoxidation
epoxy compounds
Epoxy Compounds
X ray diffraction analysis
oxygen atoms
Oxygen
catalysts
Atoms
Catalysts
X-Ray Diffraction
preparation
configurations
diffraction
dimethyldioxirane
disalicylaldehyde ethylenediamine
Mn-salen
x rays

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Enantioselective epoxidation of isoflavones by Jacobsen's Mn(III)salen catalysts and dimethyldioxirane oxygen-atom source. / Adam, Waldemar; Fell, Rainer T.; Lévai, A.; Patonay, T.; Peters, Karl; Simon, A.; Tóth, Gábor.

In: Tetrahedron Asymmetry, Vol. 9, No. 7, 09.04.1998, p. 1121-1124.

Research output: Contribution to journalArticle

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