Synthesis of Desepoxy-Tedanolide C.
dc.contributor.author | Lücke, Daniel | |
dc.contributor.author | Kalesse, Markus | |
dc.date.accessioned | 2021-05-18T09:39:40Z | |
dc.date.available | 2021-05-18T09:39:40Z | |
dc.date.issued | 2021-04-09 | |
dc.identifier.citation | Chemistry. 2021 Apr 26;27(24):7085-7089. doi: 10.1002/chem.202100553. Epub 2021 Apr 9. | en_US |
dc.identifier.pmid | 33769622 | |
dc.identifier.doi | 10.1002/chem.202100553 | |
dc.identifier.uri | http://hdl.handle.net/10033/622876 | |
dc.description.abstract | The synthesis of desepoxy-tedanolide C was accomplished and provided experimental evidence on the configuration of tedanolide C. The reported chemical shifts and coupling constants point to a configuration different from the published structure and analogous to the structures of the other members of this family of natural products. The key step is a Kiyooka aldol protocol for the stereoselective synthesis of the tertiary alcohol flanked by three additional oxygenated carbon atoms. Furthermore, two additional aldol reactions and a Julia-Kocienski olefination were used to assemble the carbon framework. | en_US |
dc.language.iso | en | en_US |
dc.publisher | Wiley | en_US |
dc.rights | Attribution 4.0 International | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.subject | Kiyooka aldol | en_US |
dc.subject | polyketides | en_US |
dc.subject | structure elucidation | en_US |
dc.subject | tedanolie C | en_US |
dc.subject | tertiary alcohol | en_US |
dc.title | Synthesis of Desepoxy-Tedanolide C. | en_US |
dc.type | Article | en_US |
dc.identifier.eissn | 1521-3765 | |
dc.contributor.department | HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany. | en_US |
dc.identifier.journal | Chemistry (Weinheim an der Bergstrasse, Germany) | en_US |
dc.source.volume | 27 | |
dc.source.issue | 24 | |
dc.source.beginpage | 7085 | |
dc.source.endpage | 7089 | |
refterms.dateFOA | 2021-05-18T09:39:41Z | |
dc.source.journaltitle | Chemistry (Weinheim an der Bergstrasse, Germany) | |
dc.source.country | Germany |