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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
Date of publication of this fulltext: 10 Sep 2008 16:13


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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