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Enantiodivergent chemoenzymatic synthesis of Balanol and approaches to the synthesis of (+)-Codine

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dc.contributor.author Gilmet, Jacqueline
dc.date.accessioned 2010-10-25T19:33:51Z
dc.date.available 2010-10-25T19:33:51Z
dc.date.issued 2010-10-25
dc.identifier.uri http://hdl.handle.net/10464/3033
dc.description.abstract The present thesis reviews the development of a formal enantiodivergent synthesis of the (+)- and (-)-isomers of balanol. This approach commences from a cis-dihydrodiol derived from the enzymatic dihydroxylation of bromobenzene. The stereochemistry of the diol is used to direct the synthesis of two different aziridines, each used in the formal synthesis of one enantiomer of balanol. Also described are several enantioselective approaches to (+ )-codeine. Each strategy begins with the enzymatic dihydroxylation of p-bromoethylbenzene and involves a Mitsunobu inversion and intramolecular Heck reaction as key steps. en_US
dc.language.iso eng en_US
dc.publisher Brock University en_US
dc.subject Organic compounds -- Synthesis en_US
dc.subject Codeine -- Synthesis en_US
dc.title Enantiodivergent chemoenzymatic synthesis of Balanol and approaches to the synthesis of (+)-Codine en_US
dc.type Electronic Thesis or Dissertation en_US
dc.degree.name M.Sc. Chemistry en_US
dc.degree.level Masters en_US
dc.contributor.department Department of Chemistry en_US
dc.degree.discipline Faculty of Mathematics and Science en_US


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