Synthesis and Stereochemical Behavior of (<i>E</i>)-Cyclononene Derivatives

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  • Katsuhiko Tomooka
    Institute for Materials Chemistry and Engineering, Kyushu University
  • Hiroko Inoue
    Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Kazunobu Igawa
    Institute for Materials Chemistry and Engineering, Kyushu University

Abstract

<jats:title>Abstract</jats:title> <jats:p>A versatile synthetic approach to planar chiral molecules from (E)-5-cyclononen-1-one (1) has been developed; these molecules have multifunctionalities with (E)-cyclononene skeleton. The newly synthesized keto-ester 3 having central chirality shows labile planar chirality. In contrast, enol derivative 4 and enyne 5 show robust planar chirality.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 40 (6), 591-593, 2011-05-11

    Oxford University Press (OUP)

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