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Title: Development and application of asymmetric C-N bond formation
Author: Snell, Robert Henry
ISNI:       0000 0004 2743 815X
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 2011
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A synthetic investigation on the chemistry of cyclotryptamine derived natural products, with a particular focus on the synthesis of the trimeric-alkaloid, hodgkinsine. Methodology has been developed to tackle this complex natural product which utilises a desymmetrization approach; this strategy hinges on the development and applications of asymmetric C-N bond forming reactions. Chapter one examines elements of symmetry in natural products, looking in particular at the synthesis of compounds which contain cyclotryptamine functionality. Chapter two contains a brief review of enantioselective desymmetrization paying attention, if possible, on its application in the synthesis of natural products. In the remaining chapters we discuss our own progress and results in our pursuit of an efficient enantioselective total synthesis of hodgkinsine.
Supervisor: Willis, Michael C.; Woodward, Robert L. Sponsor: EPSRC ; AstraZeneca
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: Chemistry & allied sciences ; Asymmetric catalysis ; Biomimetic synthesis ; Catalysis ; Heterocyclic chemistry ; Natural products ; Organic chemistry ; Organic synthesis ; Synthetic organic chemistry ; total synthesis ; hodgkinsine ; desymmetrization