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

被引：4
作者：
Islamov, I. I. [1 ]
Yusupova, A. V. [1 ]
D'yakonov, V. A. [2 ]
Dzhemilev, U. M. [2 ]
机构：
[1] Russian Acad Sci, Inst Petrochem & Catalysis, Ufa Fed Res Ctr, 141 Prosp Oktyabrya, Ufa 450075, Russia
[2] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2023年 / 72卷 / 10期
基金：
俄罗斯科学基金会;
关键词：
homo-cyclomagnesiation; 1,2-dienes; Z,Z-1,5-dienes; polyether macrodiolides; 1,3-diynes; TOPOISOMERASE-I INHIBITORS; FATTY-ACIDS; 5Z; 9Z-DIENOIC ACIDS; IONOPHORES; CHEMISTRY; ANALOGS; SERIES;
D O I：
10.1007/s11172-023-4049-x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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.
引用
收藏
页码：2473 / 2483
页数：11
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