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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

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Abstract

{(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.

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Acknowledgments

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.

Funding

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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Correspondence to M. S. Miftakhov.

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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 6, pp. 938–944.

Conflict of Interests

The authors declare no conflict of interests.

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Gimazetdinov, A.M., Al’mukhametov, A.Z. & Miftakhov, M.S. 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. Russ J Org Chem 55, 831–836 (2019). https://doi.org/10.1134/S1070428019060137

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