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Synthesis of macrocyclic and linear compounds with 1Z,5Z-diene and alkynylcarbinol fragments based on (5Z,9Z)-tetradeca-5,9-diene-1,14-diol

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Abstract

The stereoselective synthesis of (5Z,9Z)-tetradeca-5,9-diene-1,14-diol was carried out by the catalytic homo-cyclomagnesiation of oxygen-containing 1,2-diene. Selective syntheses of macrocyclic and linear compounds containing pharmacophoric 1Z,5Z-diene and alkynylcarbinol fragments were carried out after the transformation of (5Z,9Z)-tetradeca-5,9-diene-1,14-diol into the corresponding dialdehyde.

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center of the Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian Federation

    I. I. Islamov, A. A. Makarov, E. Kh. Makarova & A. V. Yusupova

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    V. A. D’yakonov & U. M. Dzhemilev

Authors
  1. I. I. Islamov
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  2. A. A. Makarov
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  3. E. Kh. Makarova
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  4. A. V. Yusupova
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  5. V. A. D’yakonov
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  6. U. M. Dzhemilev
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Corresponding author

Correspondence to I. I. Islamov.

Additional information

Dedicated to Academician of the Russian Academy of Sciences I. P. Beletskaya on the occasion of her anniversary.

This work was financially supported by the Russian Science Foundation (Project No. 22-73-10164).

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 4, pp. 925–931, April, 2023.

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Islamov, I.I., Makarov, A.A., Makarova, E.K. et al. Synthesis of macrocyclic and linear compounds with 1Z,5Z-diene and alkynylcarbinol fragments based on (5Z,9Z)-tetradeca-5,9-diene-1,14-diol. Russ Chem Bull 72, 925–931 (2023). https://doi.org/10.1007/s11172-023-3855-1

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