AbstractOf 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.
|Date of Award||19 Jun 2019|
|Supervisor||Tony James (Supervisor) & Simon Lewis (Supervisor)|