Use this URL to cite or link to this record in EThOS: https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.782260
Title: Synthesis of enantiopure carbo- and heterocyclic compounds from the products of benzoate dioxygenase
Author: Nash, Toby
Awarding Body: University of Bath
Current Institution: University of Bath
Date of Award: 2019
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Abstract:
Of the threats faced by current and future generations, man-made climate change is perhaps the greatest. In order to combat climate change, chemists must contribute to reducing the environmental impact of synthetic chemistry. Biocatalysis could be a useful tool with which to combat climate change, since environmentally benign syntheses of complex molecules can be achieved through its use. Benzoate dioxygenase (BZDO) enzymes allow access to arene ipso,ortho-diols through the dearomatisation of sodium benzoate (scheme A-01). This enantiopure building block has previously shown utility in the synthesis of natural products and cyclitols. This thesis sought to expand on the known chemistry of arene ipso,ortho-diol A-01 through the synthesis of arene diol derived heterocycles and asymmetric epoxidation organocatalysts (scheme A-01). In addition to these themes, the microbial oxidation of sodium 4-fluorobenzoate has been achieved, providing fluoro-arene ipso,ortho-diol A-02. The reactivity of fluoro-arene diol A-02 has been probed through a number of oxidative transformations.
Supervisor: James, Tony ; Lewis, Simon Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID: uk.bl.ethos.782260  DOI: Not available
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