Browsing by Author "Dr. Suzanne T. Purrington, Member"

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    A Study of Intermolecular and Intramolecular Horner-Wadsworth-Emmons Olefination of Substituted5-(Diethoxyphosphoryl)-N-acylpiperidin-4-ones
    (2000-07-31) Ollinger, Christian G.; Dr. Daniel L. Comins, Chair; Dr. Suzanne T. Purrington, Member; Dr. Binghe Wang, Member
    This research has focused on extending the utility of previously synthesized 5-iodo-2,3-dihydro-4-pyridones. The initial conversion involved introducing a phosphonate group by nickel-catalyzed cross-coupling with the vinyl iodide at the C-5 position. Using a Horner-Wadsworth-Emmons reaction, the phosphonate ester was then converted to various olefins in moderate to high yields. Having an aldehyde present on the substituted 5-(diethoxyphosphoryl)--acylpiperidin-4-one allowed cyclization to occur thereby providing a bicyclic enone.
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    The Study of N-Acylpyridinium SaltChemistry and Its Application in the Asymmetric Synthesis of Streptomyces SS20846A
    (2000-04-03) Homer, Holly K.; Dr. Daniel L. Comins, Chair; Dr. Suzanne T. Purrington, Member; Dr. Binghe Wang, Member
    The first part of this research was directed towards a study of the mechanism of N-acylpyridinium salt chemistry. Comparison of de's obtained from organometallic additions to the pyridinium salt versus analogous non-organometallic additions would show whether chelation of the metals plays a key role in the mechanism. The second focus of this research was on the use of chiral N-acylpyridinium salt chemistry in the asymmetric synthesis of Streptomyces SS20846A, a natural product isolated from a soil sample in Greece which has a restrictive action on the digestive system.