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Proceeding Paper

Synthesis of New Unsaturated Polyether Macrodiolides Based on (7Z,11Z)-Octadeca-7,11-Diene-1,18-Dioic Acid †

by
Ilgiz Islamov
1,*,
Ilgam Gaisin
1 and
Usein Dzhemilev
2
1
Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 141 Prospekt Oktyabrya, Ufa 450075, Russia
2
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prospekt, 47, Moscow 119991, Russia
*
Author to whom correspondence should be addressed.
†
Presented at the 27th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-27), 15–30 November 2023; Available online: https://ecsoc-27.sciforum.net/.
Chem. Proc. 2023, 14(1), 70; https://doi.org/10.3390/ecsoc-27-16047
Published: 15 November 2023
(This article belongs to the Proceedings of 27th International Electronic Conference on Synthetic Organic Chemistry)
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Abstract

Stereoselective synthesis of (7Z,11Z)-octadeca-7,11-diene-1,18-dioic acid was carried out using a homo-cyclomagnesiation reaction of 2-(nona-7,8-dien-1-yloxy)tetrahydro-2H-pyran. After Steglisch esterification of the synthesized acid and polyester acetylenes in the presence of DCC and DMAP, the corresponding diesters were synthesized in good yields (67–75%). Based on symmetric diesters with terminal triple bonds, polyether macrodiolides containing conjugated triple bonds and pharmacophoric cis,cis-1,5-diene fragments in their structure were synthesized for the first time.
Keywords: homo-cyclomagnesiation; 1,5-dienoic compounds; oxidative coupling; 1,3-diynes; macrodiolides homo-cyclomagnesiation; 1,5-dienoic compounds; oxidative coupling; 1,3-diynes; macrodiolides

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MDPI and ACS Style

Islamov, I.; Gaisin, I.; Dzhemilev, U. Synthesis of New Unsaturated Polyether Macrodiolides Based on (7Z,11Z)-Octadeca-7,11-Diene-1,18-Dioic Acid. Chem. Proc. 2023, 14, 70. https://doi.org/10.3390/ecsoc-27-16047

AMA Style

Islamov I, Gaisin I, Dzhemilev U. Synthesis of New Unsaturated Polyether Macrodiolides Based on (7Z,11Z)-Octadeca-7,11-Diene-1,18-Dioic Acid. Chemistry Proceedings. 2023; 14(1):70. https://doi.org/10.3390/ecsoc-27-16047

Chicago/Turabian Style

Islamov, Ilgiz, Ilgam Gaisin, and Usein Dzhemilev. 2023. "Synthesis of New Unsaturated Polyether Macrodiolides Based on (7Z,11Z)-Octadeca-7,11-Diene-1,18-Dioic Acid" Chemistry Proceedings 14, no. 1: 70. https://doi.org/10.3390/ecsoc-27-16047

APA Style

Islamov, I., Gaisin, I., & Dzhemilev, U. (2023). Synthesis of New Unsaturated Polyether Macrodiolides Based on (7Z,11Z)-Octadeca-7,11-Diene-1,18-Dioic Acid. Chemistry Proceedings, 14(1), 70. https://doi.org/10.3390/ecsoc-27-16047

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