Use this URL to cite or link to this record in EThOS: http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.584595
Title: Synthesis and use of heterocycles in organocatalysis
Author: Davies, Huw John
Awarding Body: Cardiff University
Current Institution: Cardiff University
Date of Award: 2009
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Abstract:
This thesis is concerned with two sections: the first deals with the synthesis of quinolinones via a tandem VNS reaction. The second examines the aminocatalysis of the Baylis-Hillman reaction Chapter 1: Provides an overview of aromatic chemistry. Focus is on the separate mechanisms of the substitution of aromatic compounds. An overview of VNS chemistry is also included to provide a basis for the investigations carried out. Chapter 2: Describes the synthesis of a small library of 6/s-rutroaromaric compounds using the VNS reaction. An investigation into the cyclisation of the &w-nitroaromatic compounds to a range of biologically interesting quinolinones is also described. Chapter 3: Introduces the concept of aminocatalysis and gives an overview of recent developments in the field including the Baylis-Hillman reaction, the reaction chosen for asymmetric catalyst development. Chapter 4: Is split into three sections the first describes an interesting solvent effect encountered during the course of the investigation. The second investigates the effect of the structure of secondary amines on the enantioselectivity of the reaction via iminium ion formation. The third section describes the investigation of the structure of Lewis bases on the enantioselectivity of the reaction.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID: uk.bl.ethos.584595  DOI: Not available
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