Use this URL to cite or link to this record in EThOS: https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.309472
Title: Charge transfer induced osmylation of aromatic compounds
Author: Williams, Alvin Scott
Awarding Body: University of London
Current Institution: University College London (University of London)
Date of Award: 1995
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Abstract:
This thesis is divided into three chapters. The first chapter is a review of the published methods of inositol and conduritol syntheses with emphasis on the starting materials used. The routes from aromatics, carbohydrates and those involving Diels-Alder reactions are covered. The second chapter gives an in depth account of a new, one pot route to these cyclitols. This route employs stoichiometric chlorate salts and catalytic osmium tetroxide in a photochemically initiated cycle to oxidise simple aromatic substrates to inositols and conduritols. This new methodology is shown to be applicable to a number of substrates including alkyl benzenes and halobenzenes. It is shown that under dilute, room temperature conditions purely oxygenated cyclitols are obtained. With a greater concentration of reagents and reactants deoxy-chloro-inositols are obtained. The conduritol: inositol ratio of a given reaction is temperature dependant. On changing the stoichiometric oxidant to bromate deoxy-bromo-conduritols and inositols are accessible, the latter being used as a precursor for the synthesis of natural products pinitol and sequoyitol and other inositol methy1-ethers. The third chapter provides a formal description of experimental results and procedures.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID: uk.bl.ethos.309472  DOI: Not available
Keywords: Organic chemistry
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