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Synthesis of α-bromoisolevoglucosenone and its cyclopenta annulation

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Abstract

4,4-Dimethyl-3-nitro-10,11-dioxatricyclo[6.2.1.02,6]undec-5-en-7-one possessing a bicyclic iridoid skeleton was synthesized in two steps from isolevoglucosenone which was obtained in turn from levoglucosenone through 4-benzyloxy-2-tosyloxy derivative.

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Authors and Affiliations

  1. Bashkir State University, ul. Zaki Validi 32, Ufa, 450076, Bashkortostan, Russia

    I. M. Biktagirov & M. G. Safarov

  2. Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia

    L. Kh. Faizullina, Sh. M. Salikhov & F. A. Valeev

Authors
  1. I. M. Biktagirov
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  2. L. Kh. Faizullina
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  3. Sh. M. Salikhov
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  4. M. G. Safarov
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  5. F. A. Valeev
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Corresponding author

Correspondence to Sh. M. Salikhov.

Additional information

Original Russian Text © I.M. Biktagirov, L.Kh. Faizullina, Sh.M. Salikhov, M.G. Safarov, F.A. Valeev, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 9, pp. 1333–1338.

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Biktagirov, I.M., Faizullina, L.K., Salikhov, S.M. et al. Synthesis of α-bromoisolevoglucosenone and its cyclopenta annulation. Russ J Org Chem 50, 1317–1322 (2014). https://doi.org/10.1134/S107042801409140

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  • DOI: https://doi.org/10.1134/S107042801409140

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