Recognition of Planar Chirality by Cyclodextrins

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  • Koji Kano
    Department of Molecular Science and Technology, Faculty of Engineering, Doshisha UniversityKyotanabe, Kyoto
  • Ryoko Takaoka
    Department of Molecular Science and Technology, Faculty of Engineering, Doshisha UniversityKyotanabe, Kyoto
  • Masayuki Sato
    School of Pharmaceutical Sciences, University of Shizuoka52-1 Yada, Shizuoka
  • Masahiko Yamaguchi
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku UniversityAoba, Sendai

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Recognition of planar chirality of 14-hydroxy-12-oxabicyclo[9.2.2]pentadecane-1(14),11(15)-diene-1,13-dione (C8) and 16-hydroxy-14-oxabicyclo[11.2.2]heptadecane-1(16),13(17)-diene-2,15-dione (C10) by native and O-methylated cyclodextrins has been studied by NMR spectroscopy. The cyclodextrins prefer the (R)-enantiomers of C8 and C10, which might well fit with asymmetrically twisted cavities of cyclodextrins.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 28 (12), 1337-1338, 1999-12-01

    Oxford University Press (OUP)

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