Russian Journal of Organic Chemistry

, Volume 55, Issue 6, pp 831–836 | Cite as

Synthetic Approaches to 15-Deoxy-Δ12,14-prostaglandin J2. A New Key Building Block Based on (3aR,6R,6aS)-6-Trimethylsilyl)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one

  • A. M. Gimazetdinov
  • A. Z. Al’mukhametov
  • M. S. MiftakhovEmail author


{(1S,4R,5R)-5-[tert-Butyl(dimethyl)silyloxymethyl]-4-hydroxycyclopent-2-en-1-yl}acetaldehyde, the key building block in a possible approach to 15-deoxy-Δ12,14-prostaglandin J2, has been synthesized starting from (3aR,6R,6aS)-6-(trimethylsilyl)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one.


cyclopentenone prostaglandins 15-deoxy-Δ12,14-prostaglandin J2 asymmetric synthesis bicyclic γ-lactone allylsilane 


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The spectral data were obtained using the equipment of the Chemistry Joint Center (Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences.


This study was performed in the framework of state assignment no. AAAA-A17-117011910032-4 and was financially supported in part by the Russian Foundation for Basic Research (project nos. 17-43-020326-Povolzh’e, 18-53-00 011-Bel_a).


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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • A. M. Gimazetdinov
    • 1
  • A. Z. Al’mukhametov
    • 1
  • M. S. Miftakhov
    • 1
    Email author
  1. 1.Ufa Institute of Chemistry, Ufa Federal Research CenterRussian Academy of SciencesUfa, BashkortostanRussia

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