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Title: New transformations of azacycles
Author: Mortimer, Claire
ISNI:       0000 0004 6060 3145
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 2015
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The work presented in this thesis involves new transformations of azacycles, focusing on the introduction of functionality α-to N. α-C-H functionalisation on an azetidine has been a long-standing challenge, with N-protecting/activating groups that work well in the higher and lower azacyclic systems not viable. A recent breakthrough in the Hodgson group showed the rarely used N-thiopivaloyl group was effective for α-deprotonation– electrophile trapping on azetidines, but was not without limitations concerning harsh removal conditions and scope for further substitutions. This thesis describes efforts to overcome these issues by development of a new protecting/activating group for N, t-butoxythiocarbonyl (Botc).
Supervisor: Hodgson, David Sponsor: Engineering and Physical Sciences Research Council
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: Azetidine ; Lithiation ; Asymmetric synthesis ; Chemistry, Organic ; Organolithium compounds ; Heterocyclic chemistry ; Azacycles ; Heterocycles ; Organic chemistry ; Organolithium