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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 6, pp 598–603 | Cite as

Stereocontrolled synthesis of (9S)-ketodecanolide on the basis of Michael adducts obtained from levoglucosenone and cyclohexanone

  • Liliya Kh. Faizullina
  • Yuliya A. Khalilova
  • Shamil M. Salikhov
  • Farid A. Valeev
Article
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A synthetic route was developed consisting of 10 steps for the synthesis of ketodecanolide with native topology in 11% overall yield, starting from Michael adducts of levoglucosenone and cyclohexanone.

Keywords

ketodecanolide lactones levoglucosenone Michael adducts ketalization 

Notes

This work was performed according to the objectives No. АААА-А17-117011910022-5 and No. АААА-А17-117011910027-0 of State assignments and with financial support from the Russian Foundation for Basic Research (grant 17-43-020166-r_povolzhye_a).

NMR spectra were acquired on the equipment of the Collective Use Center ”Chemistry” at the Ufa Institute of Chemistry, Russian Academy of Sciences.

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Liliya Kh. Faizullina
    • 1
  • Yuliya A. Khalilova
    • 1
  • Shamil M. Salikhov
    • 1
  • Farid A. Valeev
    • 1
  1. 1.Ufa Institute of ChemistryRussian Academy of SciencesUfaRussia

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