Untersuchungen zur asymmetrischen, iridiumkatalysierten Hydrierung konogierter Diene und Anwendungen in der Naturstoffsynthese (English shop)

Preview

Table of Contents, Datei (83 KB)
Extract, Datei (480 KB)

his dissertation investigates the asymmetric hydrogenation of conjugated dienes using iridium-based catalysts, with a particular focus on developing stereoselective synthetic methods for natural product synthesis.

The research examines the design, synthesis, and optimization of chiral iridium catalysts incorporating phosphorus–nitrogen ligands, phosphine–oxazoline systems, and N-heterocyclic carbenes. Special attention is given to controlling enantioselectivity and diastereoselectivity during hydrogenation reactions, enabling the targeted formation of multiple stereogenic centers.

The dissertation explores the synthesis of deoxypolyketide building blocks and their applications in the stereoselective total synthesis of biologically relevant natural products, including Militarinone D and (+)-Torrubiellone C. Additional investigations address hydrogenation reactions relevant to Codinaeopsin synthesis and the stereoselective preparation of hexahydrofluorenone derivatives.

Furthermore, the study investigates reaction mechanisms, catalyst structure, ligand modifications, and the development of new iridium complexes, including MesPHOX, SimplePHOX, and MenthylPHOX systems.

By combining catalyst development, mechanistic investigations, and complex natural product synthesis, the dissertation contributes to the advancement of asymmetric catalysis and synthetic organic chemistry.