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dc.contributor.authorIrvin, Thomas Combs
dc.date.accessioned2015-07-01T04:30:56Z
dc.date.available2015-07-01T04:30:56Z
dc.date.issued2014-12
dc.identifier.otherirvin_thomas_c_201412_phd
dc.identifier.urihttp://purl.galileo.usg.edu/uga_etd/irvin_thomas_c_201412_phd
dc.identifier.urihttp://hdl.handle.net/10724/31438
dc.description.abstractAn alternative to the Chugaev reaction has been developed. This new method utilizes aryl isothiocyanates in a one-pot elimination process and gives yields comparable to the Chugaev reaction. Additionally, this new procedure eliminates a purification step. Forty-four novel capsiates were prepared from vanillyl alcohol and the corresponding carboxylic acid. The capsiates were tested for anti-oxidant activity by an ORAC assay. Eight capsiates exhibited ORAC values above 5,000 µmol Trolox/gram. The first total synthesis of rosmaridiphenol has been completed using a cyclialkylation strategy. The progress towards the total syntheses of salvimultine, perovskone B, and hydrangenone is presented as well.
dc.languageeng
dc.publisheruga
dc.rightsOn Campus Only Until 2016-12-01
dc.subjectChugaev
dc.subjectisothiocyanate
dc.subjectelimination
dc.subjectcapsiates
dc.subjectanti-oxidant
dc.subjectORAC
dc.subjectsalvimultine
dc.subjectrosmaridiphenol
dc.subjectperovskone B
dc.subjecthydrangenone
dc.titleApplications of aryl isothiocyanates in one-pot elimination reactions, synthesis and anti-oxidant activity of several novel capsiates and progress towards the total synthesis of three icetexane and one noricetexane diterpenoids
dc.typeDissertation
dc.description.degreePhD
dc.description.departmentChemistry
dc.description.majorChemistry
dc.description.advisorGeorge Majetich
dc.description.committeeGeorge Majetich
dc.description.committeeVladimir V. Popik
dc.description.committeeRyan Hili


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