EventsThe 27th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-27-16047
This submission belongs to the session S1. General Organic Synthesis of the event The 27th International Electronic Conference on Synthetic Organic Chemistry
Published date
15 Nov, 2023
Academic Editor
author-avatarJulio A. Seijas
Citation
Ilgiz Islamov, Ilgam Gaisin, Usein Dzemilev, Synthesis of New Unsaturated Polyether Macrodiolides Based on the (7Z,11Z)-Octadeca-7,11-diene-1,18-dioic Acid, in Proceedings of The 27th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2023, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-27-16047
Share
Email
Facebook
Twitter
LinkedIn

Synthesis of New Unsaturated Polyether Macrodiolides Based on the (7Z,11Z)-Octadeca-7,11-diene-1,18-dioic Acid

Ilgiz Islamov 1
Ilgam Gaisin 1
Usein Dzemilev 2
1. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Russia
2. N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Russia
Abstract

Stereoselective synthesis of (7Z,11Z)-octadeca-7,11-diene-1,18-dioic acid was carried out using reaction Ti-catalyzed homo-cyclomagnesiation of 2-(nona-7,8-dien-1-yloxy)tetrahydro-2H-pyran. By intermolecular esterification of dicarboxylic acid with polyether acetylene alcohols 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 1Z,5Z-diene fragments in their structure were synthesized for the first time.

Keywords
Homo-cyclomagnesiation
1,5-Dienoic compounds
Oxidative coupling
1,3-Diynes
Macrodiolides
Manuscript
sciforum-081937-clean.pdf
SYNTHESIS OF 3-SUBSTITUTED 1H-PHOSPHOLANOXIDES BY THE INTERACTION OF ALUMOLANES WITH PBr3/H2O
Multinuclear NMR spectroscopy in the study of five-membered saturated metallocarbocycles of Main III Group metals