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Towards a Total Synthesis of Mensacarcin

Untersuchungen zur Totalsynthese von Mensacarcin

by Marta Ewa Polomska
Doctoral thesis
Date of Examination:2004-11-05
Date of issue:2004-12-09
Advisor:Prof. Dr. Dr. h.c. Lutz Tietze
Referee:Prof. Dr. Axel Zeeck
crossref-logoPersistent Address: http://dx.doi.org/10.53846/goediss-2232

 

 

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Abstract

English

The work in this thesis has been concerned with attempts to develop concise synthetic routes to the natural product mensacarcin, which is a novel polyfunctionalised hexahydroanthracene isolated from a strain of Streptomyces (Gö C4/4). The synthetic strategy involves the construction of several novel highly substituted aromatic compounds, lithium halogen exchange following addition to aldehyde. Construction of tricyclic core of mensacarcin was achieved using intramoleculer Heck reaction.
Keywords: Heck reaction; anthracenes; antitumor agent; carbocycles

Other Languages

Das Ziel dieser Doktorarbeit hat sich auf Untersuchungen zur stereoselektiven Totalsynthese von Mensacarcin konzentriert, einem neuen, polyfunktionalisierten Naturstoff mit einem Hexahydroanthracen-Grundgerüst, welcher aus dem Streptomyceten-Stamm Gö C4/4 isoliert worden ist. Die Synthese-Strategie beinhaltet den Aufbau von mehreren neuen, polysubstituierten aromatischen Verbindungen mit einem Lithium-Halogen-Austausch und einer intramolekularen Heck-Reaktion als Schlüssel-Reaktion.
Schlagwörter: Heck Reaktion; Anthracen; Antitumor Reagenz; Carbocyclen
 

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