The Synthesis Of Parnafungins And Aqueous Sodium Carbonate Solution Catalyzed Micheal Addition

Parnafungins, as one kind of polyadenosine polymerase inhibitors, were isolated from the fusarium larvarum’s fermentation extracts. The pharmacological studies showed that they are antifungal agents. There were no literatures or patents about the total synthesis of parnafungins until now. In this thesis, Tetrahydroxanthone as the object product, and many synthesis routes had been tried. Ethyl6-oxo-2-((trimethylsilyl)ethynyl)cyclohex-1-enecarboxylate as one the most important intermediate compounds was synthesized through three steps and the yield reached to above90%, and at the same time Meldrum’s acid was innovatively applied as the potential1,3-dicarbonyl and the approach provides a simple and efficient method for the synthesis of this kind of compounds. The synthesis methods of several ketones were grasped in the process coupling with benzene. Finally, another key synthesis method of tetrahydroxanthone with aldhyde group’s nucleophilic addition was found. The molecular skeleton of this part was completely preliminary and the follow-up is in processing.An efficient intermolecular Michael addition of alcohols or acids to activated alkenes catalyzed by aqueous sodium carbonate solution has been developed. With reaction in water at room temperature, well-common catalyst, low catalyst loading, and broad substrate scope, the reaction provides a facile, economical, environmentally friendly approach for the synthesis of βalkoxycarbonyl compounds.