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Title: Towards the synthesis of the ajudazols
Author: Egan, Ben A.
ISNI:       0000 0004 2736 6846
Awarding Body: University of Glasgow
Current Institution: University of Glasgow
Date of Award: 2013
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The Ajudazols A and B are secondary metabolites, isolated in 2004 and exhibit anti-fungal and cytotoxic activity. The primary objective of the work presented in this thesis was to expand and develop our novel isobenzofuran oxidative rearrangement methodology for generation of isochromanones, and to apply this methodology towards the total synthesis of the ajudazols. An efficient, high yielding, regio- and diastereoselective oxidative rearrangement sequence has been developed, allowing for the generation of elaborately-functionalised isochromanone structures, from transient isobenzofuran intermediates. A flexible route to the synthesis of the ajudazol B eastern section was achieved, and this research culminated in the synthesis of ent-8-epi-ajudazol B.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: QD Chemistry