Domino Reactions for the Syntheses of Chiral Chromanes ‒ Enantioselective Total Syntheses of (‒)-Diversonol, (‒)-Blennolide C, (‒)-Gonytolide C and Formal Synthesis of Siccanin

by Stefan Jackenkroll
Doctoral thesis
Date of Examination:2014-07-28
Date of issue:2015-06-15
Advisor:Prof. Dr. Dr. h.c. Lutz Tietze
Referee:Prof. Dr. Dr. h.c. Lutz Tietze
Referee:Prof. Dr. Daniel Werz
Persistent Address: http://dx.doi.org/10.53846/goediss-5135

 

 

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Abstract

English

The general objective of this thesis is to demonstrate the synthetic utility of the domino concept in the complex setting of natural product synthesis. Key step is a palladium-catalyzed domino Wacker/carbonylation/methoxylation reaction that was successfully applied in the enantioselective total syntheses of (‒)-diversonol, (‒)-blennolide C and (‒)-gonytolide C as well as in the formal synthesis of siccanin.
Keywords: domino reactions; palladium; total synthesis; Wacker oxidation
 
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