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Asymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of α-Aryl Ketones

Robert Doran

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Springer International Publishing img Link Publisher

Naturwissenschaften, Medizin, Informatik, Technik / Organische Chemie

Beschreibung

This thesis addresses two fundamental areas in contemporary organic chemistry: synthesis of natural products and catalytic asymmetric synthesis. Firstly, a new methodology, developed by our research group, which allows the asymmetric synthesis of lactones, a structural unit ubiquitous in natural products, was utilised in the synthesis of a number of natural product analogues that showed significant biological activity. Secondly, the development of a catalytic asymmetric synthesis of a key structural motif present in a number of natural products and pharmaceuticals was accomplished. During the course of this work we discovered dual stereo control, which is significant because it allows the configuration of a new stereo centre to be controlled by a simple change of proton source.

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Schlagwörter

Asymmetric Synthesis, Total Synthesis, Catalytic Asymmetric Synthesis, Natural Product Analogues, Dual Stereocontrol, Antimicrobial Activity