Synthesis of New Unsaturated Polyether Macrodiolides Based on (7<i>Z</i>,11<i>Z</i>)-Octadeca-7,11-Diene-1,18-Dioic Acid
Stereoselective synthesis of (7<i>Z</i>,11<i>Z</i>)-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-2<i>H</i>-pyran. After Steglisch esterification of the synthesized acid and polye...
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| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-11-01
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| Series: | Chemistry Proceedings |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2673-4583/14/1/70 |
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| Summary: | Stereoselective synthesis of (7<i>Z</i>,11<i>Z</i>)-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-2<i>H</i>-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 <i>cis,cis</i>-1,5-diene fragments in their structure were synthesized for the first time. |
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| ISSN: | 2673-4583 |