This thesis is concerned with the design, synthesis and use of novel bifunctional organocatalysts for the asymmetric Michael addition of ketones and 1, 3 - dicarbonyl compounds to trans - ~ - nitrostyrene. Chapter 1 describes the concept of organocatalysis, including history and mode of action. A detailed review is provided on the organocatalytic Michael addition of carbon nucleophik~s to nitroolefins. The bifunctional organocatalyst design and programme ofwork is also discussed. Chapter 2 details initial investigations conducted on the organocatalytic Michael addition of cyclohexanone to trans - ~ - nitrostyrene using monofunctional amine catalysts and hydrogen bond donor catalysts. Chapters 3, 4 and 5 depict the synthesis and testing of a range of novel bifunctional organocatalysts for the rYfichael addition ofcyclohexanone to trans - ~ - nitrostyrene. Ch,:iptl~r 6 the different bifunctional organocatalysts and explores the scope rvIichael addition reaction.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:484966 |
| Date | January 2007 |
| Creators | Carley, Allison Patricia |
| Publisher | University of Southampton |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
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