Synthesis of polyether macrodiolides based on acetylenic derivatives of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid

Synthesis of polyether macrodiolides based on acetylenic derivatives of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2023, Volume: 72, Number: 10, Pages: 2473-2483 Pages count : 11 DOI: 10.1007/s11172-023-4049-x

Authors

Islamov I.I. ¹ , Yusupova A.V. ¹ , D’yakonov V.A. ² , Dzhemilev U.M. ²

Affiliations

1	Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, Ufa, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry of Russian Academy of Sciences, Moscow, Russian Federation

The stereoselective synthesis of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid was carried out using Ti-catalyzed homo-cyclomagnesiation of 2-(hepta-5,6-dien-1-yloxy)tetrahydro-2H-pyran. Intermolecular esterification of this dicarboxylic acid with polyether acetylenic alcohols in the presence of carbodiimides was used to synthesize the corresponding monoesters and symmetric diesters. Using the intramolecular oxidative coupling of terminal triple bonds of the latter compounds, polyether macrodiolides containing 1Z,5Z-diene and 1,3-diyne fragments were synthesized.

Islamov I.I. , Yusupova A.V. , D’yakonov V.A. , Dzhemilev U.M.
Synthesis of polyether macrodiolides based on acetylenic derivatives of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid
Russian Chemical Bulletin. 2023. V.72. N10. P.2473-2483. DOI: 10.1007/s11172-023-4049-x WOS Scopus OpenAlex

Web of science:	WOS:001103056900024
Scopus:	2-s2.0-85176089613
OpenAlex:	W4388590997

DB	Citing
OpenAlex	9
Scopus	7
Web of science	7