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

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

Jackenkroll, Stefan

Dissertation

Angenommen am: 2014-07-28

Erschienen: 2015-06-15

Betreuer: Tietze, Lutz Prof. Dr. Dr. h.c.

Gutachter: Tietze, Lutz Prof. Dr. Dr. h.c.

Gutachter: Werz, Daniel Prof. Dr.

Zum Verlinken/Zitieren: http://hdl.handle.net/11858/00-1735-0000-0022-601F-0

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Zusammenfassung

Englisch

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