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Russian Journal of Organic Chemistry

, Volume 51, Issue 10, pp 1457–1463 | Cite as

Transformation of the cyclohexene fragment in the Diels-Alder adducts of levoglucosenone with 1,3-dienes into cyclopentane

  • I. M. Biktagirov
  • L. Kh. Faizullina
  • Sh. M. Salikhov
  • M. G. Safarov
  • F. A. Valeev
Article

Abstract

Vicinal hydroxylation of the Diels-Alder adducts of levoglucosenone with buta-1,3-diene, penta- 1,3-diene, and cyclopentadiene by the action of sodium periodate or ozonolysis is accompanied by cleavage of the double bond, and intramolecular aldol reaction of the resulting aldehydes yields cyclopentane derivatives.

Keywords

EtOAc Ozonolysis Saturated Aqueous Solution Levoglucosenone Vicinal Hydroxylation 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • I. M. Biktagirov
    • 1
  • L. Kh. Faizullina
    • 1
  • Sh. M. Salikhov
    • 1
  • M. G. Safarov
    • 1
  • F. A. Valeev
    • 1
  1. 1.Ufa Institute of ChemistryRussian Academy of SciencesUfaBashkortostanRussia

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