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Synlett 1991; 1991(4): 265-266
DOI: 10.1055/s-1991-20702
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Donor Ligand Effect in Asymmetric Epoxidation of Unfunctionalized Olefins with Chiral Salen Complexes

Ryo Irie* , Yoshio Ito, Tsutomu Katsuki
  • *Department of Chemistry, Faculty of Science, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812, Japan
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Publication Date:
07 March 2002 (online)

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Addition of donor ligands such as pyridine N-oxide or 2-methylimidazole to the chiral (salen)manganese(III) complex catalyzed asymmetric epoxidation of unfunctionalized olefins was found to be effective for altering the enantioselectivity and the chemical yield. The highest asymmetric yields were obtained for the respective epoxidation of (E)-1-phenylpropene (56% ee) and 1,2-dihydronaphthalene (83% ee).