Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | Fürstner, Alois | - |
dc.contributor.author | Buchgraber, Philipp | - |
dc.date.accessioned | 2008-09-02T09:59:44Z | - |
dc.date.available | 2008-09-02T09:59:44Z | - |
dc.date.issued | 2008-09-02T09:59:44Z | - |
dc.identifier.uri | http://hdl.handle.net/2003/25787 | - |
dc.identifier.uri | http://dx.doi.org/10.17877/DE290R-868 | - |
dc.description.abstract | Low-valent titanium reagents, [Ti], have proven to be useful for heterocycle synthesis. In this thesis a [Ti] induced cascade reaction for the construction of biologically interesting [2,3]- annulated carbazole derivatives from polycarbonyl compounds is described. Furthermore, the reaction of 2,2´-biaryl ketoesters to form 9-phenanthrenol derivatives is reported. This transformation, however, is limited to aryl ketones to ensure high yields. Besides 2,2´-biaryl ketoesters, ketoacids, -amides, -cyanides and a -phthalimide reacted readily to the desired phenanthrene derivatives. Only an acid fluoride derivative reacted to afford a phenanthrenol rather than the desired 9-fluorophenanthrene. The second part focuses on the total synthesis of berkelic acid, a tetracyclic spiroketal natural product from an antropogenic source. A convergent synthesis furnished the tetracyclic core of berkelic acid via a 1,4-addition / thermodynamic acetalization cascade, thereby demonstrating the thermodynamic lability of this spiroketal. Careful analysis of NMR data, and the unexpected acid lability, led to the preparation of a diastereomer of the proposed structure. This stable diastereomer confirms the revision of relative configuration of the tetracyclic core of berkelic acid. | en |
dc.language.iso | de | de |
dc.subject | Heterocyclen | de |
dc.subject | Niedervalentes Titan | de |
dc.subject | Berkelic Acid | de |
dc.subject | Berkelsäure | de |
dc.subject | Naturstoffsynthese | de |
dc.subject | Strukturaufklärung | de |
dc.subject.ddc | 540 | - |
dc.title | Biologisch aktive Heterozyklen | de |
dc.type | Text | de |
dc.contributor.referee | Hiersemann, Martin | - |
dc.date.accepted | 2008-06-17 | - |
dc.type.publicationtype | doctoralThesis | de |
dc.identifier.urn | urn:nbn:de:hbz:290-2003/25787-3 | - |
dcterms.accessRights | open access | - |
Appears in Collections: | Organische Chemie |
Files in This Item:
File | Description | Size | Format | |
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Buchgraber.pdf | DNB | 7.04 MB | Adobe PDF | View/Open |
abstract2.pdf | 11.43 kB | Adobe PDF | View/Open |
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