Enantioselective epoxidation of unfunctionalized olefins using chiral (salen)manganese(III) complexes

Ryo Irie, Keiko Noda, Yoshio Ito, Tsutomu Katsuki

Research output: Contribution to journalArticle

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Abstract

Chiral (salen)manganese(III) complexes (3 and 4) were prepared and used for the enantioselective epoxidation of unfunctionalized olfefins. The highest enantioselectivity of 48% ee for the catalytic epoxidation of (E)-stilbene was realized by using 3 as a catalyst though much lower enantioselectivity (7% ee) was obtained for that of (E)-1-phenyl-1-propene. In the epoxidation of (Z)-olefins, enantioselectivities were in the range of 68-72% ee by using 3 as a catalyst and 60% ee by using 4.

Original languageEnglish
Pages (from-to)1055-1058
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number8
DOIs
Publication statusPublished - Feb 18 1991

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Stilbenes
Epoxidation
Enantioselectivity
Alkenes
Manganese
Catalysts
disalicylaldehyde ethylenediamine
propylene
N,N'-bis(salicylideneamino)ethane-manganese(II)

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Enantioselective epoxidation of unfunctionalized olefins using chiral (salen)manganese(III) complexes. / Irie, Ryo; Noda, Keiko; Ito, Yoshio; Katsuki, Tsutomu.

In: Tetrahedron Letters, Vol. 32, No. 8, 18.02.1991, p. 1055-1058.

Research output: Contribution to journalArticle

Irie, Ryo ; Noda, Keiko ; Ito, Yoshio ; Katsuki, Tsutomu. / Enantioselective epoxidation of unfunctionalized olefins using chiral (salen)manganese(III) complexes. In: Tetrahedron Letters. 1991 ; Vol. 32, No. 8. pp. 1055-1058.
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