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Filtering by: Creator Kitchen, James C. Remove constraint Creator: Kitchen, James C. Advisor White, James D. Remove constraint Advisor: White, James D.

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  • Chiral synthesis of monic acid C

    Creator:
    Theramongkol, Parinya
    Abstract:
    Bromoalkoxylation of dihydropyran with bromine and 1-borneol, followed by dehydrobromination and epoxidation, afforded trans-2-1- bornyloxy-3,4-epoxytetrahydropyran as a major product. This was treated with sodium phenylselenide to give a 1:1 mixture of (2R,3R,4R)- 2-1-bornyloxy-3-hydroxy-4-phenylselenotetrahydropyran and its (2S,3S, 4S) diastereomer. Elimination of the selenoxide, derived from oxidation of the former with hydrogen...
    Resource Type:
    Dissertation
    Full Text:
    Chiral synthesis of monic acid C AN ABSTRACT OF THE

  • 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...
    Resource Type:
    Dissertation
    Full Text:
    [2.2.2]octane: A Novel C2-Symmetric Scaffold for Asymmetric Catalysis Abstract approved: James D

  • Synthetic studies n bioactive natural products. Part I, An approach towards the nootrophic agent huperzine A. Part II, Synthesis of the tricarbonyl subunit of rapamycin

    Creator:
    Jeffrey, Scott C.
    Resource Type:
    Dissertation
    Full Text:
    rapamycin AN ABSTRACT OF THE DISSERTATION OF Scott C. Jeffrey for the degree of Doctor of Philosophy in

  • Alkylation studies on Hagemann's ester: an approach to the synthesis of the trisporic acids

    Creator:
    Sung, Wing Lam
    Abstract:
    Sequential alkylation of Hagemann's ester with methyl and methallyl halides has been studied. Treatment of Hagemann's ester with methyl iodide and sodium ethoxide gave a mixture of 21 and 25 in a ratio of 4:1. Alkylation of 21 with methallyl chloride and potassium t-butoxide afforded a mixture of 37 and...
    Resource Type:
    Masters Thesis
    Full Text:
    Privacy James D. White Sequential alkylation of Hagemann's ester with methyl and methallyl halides has

  • Approaches to the total synthesis of verrucarol

    Creator:
    Hill, David E. (David Edwin) 1954-
    Abstract:
    Verrucarol is the sesquiterpene portion of a number of macrocyclic di- and triesters of potential medicinal importance. In this study, a novel approach to the synthesis of this fungal metabolite is presented. An A-B-C route was investigated in which C-3 and C-4 of the C-ring were emplaced using a [2+2]...
    Resource Type:
    Dissertation
    Full Text:
    privacy (Pr. James D. White Verrucarol is the sesquiterpene portion of a number of macrocyclic di- and

  • Synthesis of epothilones and epothilone analogues

    Creator:
    Sundermann, Kurt F.
    Abstract:
    A convergent synthesis of epothilone B that generates all seven of its asymmetric centers in a completely stereoselective fashion has been completed. Key reactions include an anti-Felkin aldol condensation to set the C6 and C7 stereochemistry, a directed α-hydroxylation to install the C15 (S)-hydroxyl substituent, and a Wittig condensation to...
    Resource Type:
    Dissertation
    Full Text:
    two main subunits via C-C bond formation at C9-C1 0. In addition, through modifications to the C9-C1

  • Synthesis of two subunits of avermectin B1a

    Creator:
    Dantanarayana, Anura Pathmasiri
    Abstract:
    Avermectins are a group of potent anthelmintic agents produced by Streptomyces avermitilis. They are active at extremely low dosages and are now in commercial use. In this study, the synthesis of two segments of avermectin B[subscript 1a] are described. The synthesis of the hexahydrobenzofuran subunit (segment A) began with the...
    Resource Type:
    Dissertation
    Full Text:
    approved: Redacted for privacy (it James D. White Avermectins are a group of potent anthelmintic agents

  • Studies on the synthesis of the "northern" and "southern" segments of boromycin and aplasmomycin

    Creator:
    Kang, Myung Chol
    Abstract:
    The stereocontrolled synthesis of the southern lactone 17 of boromycin and of the northern segments of both boromycin and aplasmomycin are described. The syntheses begin with enantioselective epoxidation of 3-buten-2-ol (42) to provide the optically active 2(S),3(R) epoxy alcohol 43. The absolute configuration was confirmed by preparing 43 from (-)-2,3-dihydroxybutyric...
    Resource Type:
    Dissertation
    Full Text:
    for privacy Dt. James D. White The stereocontrolled synthesis of the southern lactone 17 of

  • The synthesis of nonactic acid

    Creator:
    Arco, Manuel Jose
    Abstract:
    Alkylation of propylene oxide with 2-lithiofuran gave alcohol I, which was smoothly converted to acetylfuran II. hydrogenation of II over rhodium on charcoal followed by Jones' oxidation afforded ketone III. Further transformation into IV was accomplished via a Wittig reaction followed by saponification with methanolic sodium hydroxide. Hydroboration of the...
    Resource Type:
    Dissertation
    Full Text:
    NONACTIC ACID Abstract approved: Redacted for privacy I James D. White Alkylation of propylene oxide

  • Approaches to the synthesis of methymycin

    Creator:
    Raghavan, Palaykotai Rajagopalan
    Abstract:
    Several approaches to the synthesis of methymycin were investigated. Segment A (39), containing functionality corresponding to C-9, 10, and 11 of methynolide was made in six steps from propionaldehyde in an overall yield of 37%. Oxidation of 34 with silver nitrate gave 35 which, upon hydroxylation with hydrogen peroxide, gave...
    Resource Type:
    Dissertation
    Full Text:
    presented on c$ cigg Title: APPROACHES TO THE SYNTHESIS OF METHYMYCIN Redacted for Privacy Abstract