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Studies towards the total synthesis of biological active gamma-butyrolactones

URN to cite this document: urn:nbn:de:bvb:355-opus-8287

Schall, Andreas (2008) Studies towards the total synthesis of biological active gamma-butyrolactones. PhD, Universität Regensburg

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Abstract (English)

The aim of this work was to seek for the first synthetic route towards Cynaropicrin and Ixerin Y, two prominent guaianolides with promising biological activity. Using asymmetric cyclopropanation, enzymatic resolution, Sakurai allylation and retro-aldol-lactonization afforded a very advanced intermediate in excellent selectivity, which was used as a starting point for different ring closing ...

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Translation of the abstract (German)

Das Ziel dieser Arbeit war die erste Totalsynthese der Naturstoffe Cynaropicrin und Ixerin Y zu entwickeln. Diese beiden bekannten Guaianolide zeigen dabei eine vielversprechende biologische Aktivität. Anwendung fand dabei eine asymmetrische Cyclopropanierung, enzymatische Racematspaltung, selektive Sakurai-allylierung und eine retro-Aldol-Laktonisierung, was in excellenter Selektivität zu einem ...

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Item Type:Thesis of the University of Regensburg (PhD)
Date:9 September 2008
Referee:Oliver (Prof. Dr.) Reiser
Date of exam:26 June 2007
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Keywords:Totalsynthese , Guaianolide , Guaianolidderivate , Naturstoff , Stereoselektive Synthese , , Total synthesis , guaianolides , guaianolide derivatives , natural products , stereoselective synthesis
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Universitätsbibliothek Regensburg
Deposited On:27 Oct 2009 16:13
Last Modified:13 Mar 2014 11:51
Item ID:10678
Owner Only: item control page

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