| dc.contributor.author |
Couladouros, EA |
en |
| dc.contributor.author |
Bouzas, EA |
en |
| dc.contributor.author |
Magos, AD |
en |
| dc.date.accessioned |
2014-06-06T06:47:06Z |
|
| dc.date.available |
2014-06-06T06:47:06Z |
|
| dc.date.issued |
2006 |
en |
| dc.identifier.issn |
00404020 |
en |
| dc.identifier.uri |
http://dx.doi.org/10.1016/j.tet.2006.01.106 |
en |
| dc.identifier.uri |
http://62.217.125.90/xmlui/handle/123456789/3392 |
|
| dc.subject.other |
abyssomicin C |
en |
| dc.subject.other |
antibiotic agent |
en |
| dc.subject.other |
unclassified drug |
en |
| dc.subject.other |
article |
en |
| dc.subject.other |
Diels Alder reaction |
en |
| dc.subject.other |
drug synthesis |
en |
| dc.subject.other |
in situ hybridization |
en |
| dc.subject.other |
isomerization |
en |
| dc.subject.other |
molecular dynamics |
en |
| dc.subject.other |
priority journal |
en |
| dc.subject.other |
Betulaceae |
en |
| dc.title |
Formal synthesis of Abyssomicin C |
en |
| heal.type |
journalArticle |
en |
| heal.identifier.primary |
10.1016/j.tet.2006.01.106 |
en |
| heal.publicationDate |
2006 |
en |
| heal.abstract |
An alternative strategy towards Abyssomicin C (1) is described. The key ene-diene intermediate is synthesized via a Kishi type coupling of an E/Z mixture of triene-iodide 7 and a suitably functionalized derivative of 2,4-dimethylglutaric acid. A final in situ isomerization/intramolecular Diels-Alder cyclization resulted in the formation of the known intermediate 3 as a single isomer in high yield. Further heating of 3 using excess of iodine, afforded iodo-derivative 23, having the entire carbon skeleton of Abyssomicin D. © 2006 Elsevier Ltd. All rights reserved. |
en |
| heal.journalName |
Tetrahedron |
en |
| dc.identifier.issue |
22 |
en |
| dc.identifier.volume |
62 |
en |
| dc.identifier.doi |
10.1016/j.tet.2006.01.106 |
en |
| dc.identifier.spage |
5272 |
en |
| dc.identifier.epage |
5279 |
en |