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Filtering by: Creator Matteson, Keith M. Remove constraint Creator: Matteson, Keith M. Committee Member Blakemore, Paul R. Remove constraint Committee Member: Blakemore, Paul R. Resource Type Dissertation Remove constraint Resource Type: Dissertation

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  • Computational Investigation and Prediction of Mechanisms and Stereocontrol in Complex Organic Reactions

    Creator:
    Pattawong, Ommidala
    Abstract:
    Complex organic transformations, such as the addition of pyrrole to ketene using planar chiral organocatalyst (*PPY), the four-component anhydride- Manniach reactions, and the site-selective desymmetrization of meso-1,2-diol, are remarkable synthetic reactions that provide high yield and high selectivity. However, the exact mechanism and origins of stereocontrol for theses synthetic organic...
    Resource Type:
    Dissertation
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    in part to the preparation and review of this manuscript. Chapter 3. M. Quamar Salih conducted

  • Studies towards the total synthesis of (-)-kendomycin

    Creator:
    Smits, Helmars
    Abstract:
    Studies towards the total synthesis of (−)-kendomycin (1), a bacterial metabolite with a unique molecular architecture and pronounced biological activity, are described. These studies resulted in the synthesis of advanced intermediate 208, containing all of the carbon atoms of 1. A Dötz annulation between alkyne 122 and novel chromium carbenoid...
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    Dissertation
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    OMe 1) EtCOCl, TiCl4, PhH, 0 oC, 96% 2) m-CPBA, CH2Cl2, 85% OMe OMe O O 1) BF3.OMe2, 90 oC, 76% 2

  • Total synthesis of phorboxazole A

    Creator:
    Lee, Tae Hee
    Abstract:
    The total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, is described. Both a palladium(II)-mediated and a palladium(II)-catalyzed intramolecular alkoxycarbonylation were used as key steps for the preparation of the two cis-2,6-disubstituted tetrahydropyran rings (C22-C26 and C11-C15) of phorboxazole A. The synthesis used a convergent approach involving...
    Resource Type:
    Dissertation
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    , Professor Dr. Rich G. Carter, Dr. Miroslav Terinek, Dr. David Ihle, Helmars Smits, Keith Schwartz, David

  • Biosynthesis and modification of the antibiotic enduracidin

    Creator:
    Goebel, Neal C.
    Abstract:
    The continued propagation of antibiotic resistance requires the development of new therapeutics. The lipopeptide antibiotic enduracidin has demonstrated high activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus. In addition to a lack of cross-resistance with existing antibiotic classes, enduracidin has no known transferrable resistance mechanism. The development of enduracidin as...
    Resource Type:
    Dissertation
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    spectrum showing the [M+2H]2+ ions of ..............polyfluorinated enduracidins produced from F-Tyr

  • Part I: Total synthesis of marine macrolide amphidinolide F and synthetic studies toward amphidinolide C; Part II: Computational study on proline sulfonamide-catalyzed aldol reaction

    Creator:
    Mahapatra, Subham
    Abstract:
    More than 30 members of the diverse amphidinolide family of biologically active macrolides have been isolated over last three decades. From this family, amphidinolides C and F stand among the most complex and densely functionalized affiliates. Recently, we have accomplished the first total synthesis of amphidinolide F. The all-carbon framework...
    Resource Type:
    Dissertation
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    amphidinolides: (a) Ishibashi, M.; Kobayashi, J. Heterocycles 1997, 44, 543-572. (b) Chakraborty, T. K.; Das, S

  • Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

    Creator:
    Li, Yang
    Abstract:
    Irradiation of a tryptamine linked through its side-chain nitrogen to an alkylidene malonate residue results in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane undergoes spontaneous retro-Mannich fission to produce a spiro[indoline-3,3-pyrrolenine] with relative configuration defined by the orientation of substituents in the transient...
    Resource Type:
    Dissertation
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    , Keith Schwartz, Guoqiang Wang, William Martin, Helmars Smits and Kristopher Waynant for their

  • Studies toward the total synthesis of (+)-providencin

    Creator:
    Jana, Somnath
    Abstract:
    Studies toward the total synthesis of (+)-providencin (1), a highly oxygenated cembranoid dipterpene with a unique bicyclo[12.2.0]hexadecane skeleton and pronounced biological activity, are described. These studies resulted in the synthesis of advanced intermediates 320 and 332 which contain all of the carbon atoms of 1. In a first generation approach...
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    Dissertation
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    for the last six years but also for his help in lab in many aspects. I also thank Keith Schwartz for

  • Drug Discovery from Diverse Bacteria – Bioactivity-guided Isolation of Known and New Metabolites

    Creator:
    Zhu, Chenxi
    Abstract:
    Exploring bioactive natural products has contributed largely to clinically approved drugs we have been using over the last 100 years. Especially among the anti-infective drugs, around 70% of currently used antibiotics were discovered or derived from microbial secondary metabolites, among them compounds like vancomycin, chloramphenicol, and erythromycin. Facing the unavoidable...
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    Dissertation
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    Biosci (Elite Ed), 2012. 4: p. 240-53. 11. Chopra, I. and M. Roberts, Tetracycline antibiotics: mode of

  • Expanding the scope of a Diels-Alder approach to biaryl synthesis

    Creator:
    Schwartz, Johanna Perkins
    Abstract:
    A Diels-Alder approach to biaryls (DAB) has been applied towards the synthesis of highly substituted, programmable biaryl templates. Tri- and tetra-ortho-substituted biaryls can be produced in just three to four steps from commercially available materials utilizing the Diels-Alder [4+2] cycloaddition. The methods described herein will illustrate the ability of mono...
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    Dissertation
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    support throughout my academic career. Additionally, I would like to thank Keith Schwartz who has made

  • Cis-2,5-diaminobicyclo[2.2.2]octane : a novel C₂-symmetric scaffold for asymmetric catalysis

    Creator:
    Shaw, Subrata
    Abstract:
    This thesis describes the development of a new enantioselective synthetic method employing chiral cis-2,5-diaminobicyclo[2.2.2]octane-based organometallic catalysts. The significance of this new method to organic synthesis is illustrated with preparation of enantioenriched products that are transformed to important pharmaceutical agents. Chapter 1 provides a brief historical overview of asymmetric catalysis, especially...
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    Dissertation
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    mentoring but also for their advice and all their help. I would especially like to thank Rajan, Keith