Enantioselective Epoxidation of Conjugated <i>Z</i>-Olefins with Newly Modified Mn(salen) Complex

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  • Hiromichi Egami
    Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33
  • Ryo Irie
    Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33
  • Ken Sakai
    Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33
  • Tsutomu Katsuki
    Department of Chemistry, Faculty of Science, Graduate School, Kyushu University 33

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Chiral Mn(salen) complex 3 bearing a 1-ethyl-1-methylpropyl group at C3, C3′, C5, and C5′ was found to induce higher asymmetry in the epoxidation of conjugated Z-olefins, especially less nucleophilic ones, in the presence of 4-phenylpyridine N-oxide than complex 1 bearing a t-butyl group at the same carbons. The higher enantioselectivity was considered to be attributable to Me-in-plane conformation of the 1-ethyl-1-methylpropyl group at C3 and C3′.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 36 (1), 46-47, 2006-12-16

    Oxford University Press (OUP)

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