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Chemistry of Natural Compounds

, Volume 41, Issue 1, pp 41–44 | Cite as

Synthesis of the Promising Chiral Synthon Isopropyl-4R-Methyl-6-Iodohexanoate from L-(-)-Menthol

  • G. Yu. Ishmuratov
  • M. P. Yakovleva
  • V. A. Ganieva
  • R. R. Muslukhov
  • G. A. Tolstikov
Article

Abstract

A synthesis of the promising optically pure synthon isopropyl-4R-methyl-6-iodohexanoate based on ozonolytic transformation of the product of regiospecific dehydratation of L-(-)-menthol, (R)-p-menth-3-ene, into 2,6R-dimethyl-8-hydroxyoctan-3-one was proposed.

Keywords

L-(-)-menthol ozonolysis (R)-p-menth-3-ene 2,6R-dimethyl-8-hydroxyoctan-3-one 3R,7-dimethyloctan-1,6S-diol 3R,7-dimethyl-6-oxooctyl ester of 3R,7-dimethyl-6-oxooctanoicacid 3R,7-dimethyl-6-oxooctanoicacid sodium tris-acetoxyborohydride 

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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • G. Yu. Ishmuratov
    • 1
  • M. P. Yakovleva
    • 1
  • V. A. Ganieva
    • 2
  • R. R. Muslukhov
    • 1
  • G. A. Tolstikov
    • 1
  1. 1.Institute of Organic Chemistry, Ufa Scientific CenterRussian Academy of Sciences, RFUfaRussia
  2. 2.Birsk State Pedagogic Institute, RFBirskRussia

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