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Filtering by: Creator Hathaway, D. O. Remove constraint Creator: Hathaway, D. O. Academic Affiliation Chemistry Remove constraint Academic Affiliation: Chemistry Committee Member Blakemore, Paul R. Remove constraint Committee Member: Blakemore, Paul R.

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  • A Diels-Alder approach to biaryl synthesis

    Creator:
    Ashburn, Bradley O.
    Abstract:
    An expedient approach to the synthesis of a wide range of highly programmable biaryl templates has been accomplished. Utilizing the Diels-Alder [4+2] cycloaddition, a wide range of tri- and tetra-ortho-substituted biaryls have been synthesized in only three to four steps from commercially available materials. We have successfully synthesized entire classes...
    Resource Type:
    Dissertation
    Full Text:
    AN ABSTRACT FOR THE DISSERTATION OF Bradley O. Ashburn for the degree of Doctor of Philosophy

  • 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
    Full Text:
    , 3801. (n) Greer, P. B.; Donaldson, W. A. Tetrahedron 2002, 58, 6009. (o) White, J. D.; Kranemann, C. L

  • 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...
    Resource Type:
    Dissertation
    Full Text:
    :_____________________________________________________ James D. White Studies towards the total synthesis of (−)-kendomycin (1), a bacterial

  • 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
    Full Text:
    approved: James D. White

  • 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

  • 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...
    Resource Type:
    Dissertation
    Full Text:
    ester 194 which was condensed with 2,3-O-isopropylidene–D-glyceraldehyde (174) 13 under acid

  • Polymeric submicron optical ion-selective sensors

    Creator:
    Bychkova, Valeriya
    Abstract:
    Ion-selective polymeric optical sensors – ion optodes – are a promising alternative to ion-selective electrodes and fluorescent dyes for analytical and biological applications, e.g. extra- and intracellular measurements. They are non-toxic, highly selective robust probes for ionic fluxes monitoring. A large-scale fabrication of ion optodes using a solvent displacement method...
    Resource Type:
    Dissertation
    Full Text:
    Submicron Optical Ion-Selective Sensors. Abstract approved: James D. Ingle, Jr. Ion

  • Synthetic Studies towards Highly Oxygenated Furanyl Diterpenoids

    Creator:
    Goswami, Subir
    Abstract:
    The furanyl diterpenoid family of natural products has drawn the attention of both synthetic organic chemists and pharmacologists due to their complex structural architectures and diverse biological activity. Among them, wortmannin has been most extensively studied for biological activities. All these furanyl diterpenoids consist of a highly strained naptha[1,8-bc]furan core,...
    Resource Type:
    Dissertation
    Full Text:
    Representative Examples Furanyl Diterpenoids O O OO O O H O wortmannin (1.2) 1 3 2 20 A B C D E

  • 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
    Full Text:
    . H NNC PPY* O Ph t-Bu ∗∗ N O Ph t-Bu CN H kH kD ≈ 5d8-toluene, rt (D) (D) (2.5) O Ph Me

  • Dynamics and Design of Green Fluorescent Protein-Inspired Superphotoacids and Red-Emitting Fluorophores with Transient Absorption and Femtosecond Stimulated Raman Spectroscopy

    Creator:
    Chen, Cheng
    Abstract:
    In the past decades, femtosecond stimulated Raman spectroscopy (FSRS) has been gaining tremendous popularity in fundamental sciences stemming from chemistry to biology. It is capable of capturing both equilibrium and non-equilibrium structural information across a broad range of timescales with simultaneously high temporal and spectral resolutions. Femtosecond transient absorption spectroscopy...
    Resource Type:
    Dissertation
    Full Text:
    Regimes I-IV. The a-d correspond to the Regime I-IV accordingly. SO3HO O3S SO3 SHO S S O N O OH