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Filtering by: Creator Coakley, J. A., Jr. Remove constraint Creator: Coakley, J. A., Jr. Advisor White, James D. Remove constraint Advisor: White, James D. Rights Statement In Copyright Remove constraint Rights Statement: In Copyright

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  • Asymmetric synthesis of cyclopropanes via a "zipper reaction"

    Creator:
    Lincoln, Christopher M.
    Abstract:
    The rearrangement of a homoallyl cation to a cyclopropylcarbinyl cation is thought to play a role in the biogenesis of a variety of cyclopropane-containing natural products,¹ a hypothesis which has previously led to the design of successful biomimetic syntheses of several natural products.² The strategy underlying this approach to cyclopropane...
    Resource Type:
    Dissertation
    Full Text:
    Synthesis of Cyclopropanes via a "Zipper Reaction" Abstract approved: James D. White The rearrangement of

  • 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:
    Acta, 1991,1078, 411. 5. Blaser, H. U. Chem. Rev. 1992, 92, 935. 6. (a) De Vries, J. G. Encyclopedia

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

    Creator:
    Wang, Guoqiang
    Abstract:
    Studies towards the total synthesis of (-)-gymnodimine (1), a marine neurotoxin with a unique molecular architecture and pronounced biological activity, are described. These studies resulted in a convergent approach to the advanced intermediate 315, containing the C3-C32 section of 1. Two synthetic routes were developed to construct the tetrahydrofuran subunit...
    Resource Type:
    Dissertation
    Full Text:
    .; Nakanishi, K. J. Am. Soc. Chem. 1981, 103, 6773. 5. a) Igarashi, T.; Satake, M.; Yasumoto, T. J. Am. Chem

  • 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:
    ). s if0, 9 <\ -L)-..J So' A/do! OTES 182N : , couphng - / Yamaguch! 0 OH 0 macrolactonization

  • Synthesis of furanoeremophilane sesquiterpenoids

    Creator:
    Shanmugham, Meenakshi Sundaram
    Abstract:
    Two approaches to the tricyclic core of the furanoeremophilane sesquiterpenoids are described. The first approach entails a projected Diels-Alder/retro Diels-Alder reaction of an acetylenic oxazole 64. Construction of the pivotal aldehyde 67 commenced from ketone 68. The acetyenic moiety was then introduced via a Felkin-Ahn addition of lithiopropyne to aldehyde...
    Resource Type:
    Dissertation
    Full Text:
    , 16, 965. 4. Arciniegas, A.; Perez-Castorena, A. L.; Parada, G.; Villasenor, J. I.; De Vivar, R

  • Total synthesis of indole alkaloids: pt. 1. Asymmetric synthesis of (-)-ibogamine. pt. 2. An approach toward the synthesis of koumine

    Creator:
    Choi, Younggi
    Abstract:
    PART I. The preparation of (-)-ibogamine (1) in fourteen steps from benzoquinone and in 10% overall yield is a powerful illustration of the value of the asymmetric Diels-Alder reaction as a starting point in a multistep synthesis. All four cycloadducts, 70, 77, 84 and 96, obtained with the (S)-BINOL-TiCl₂ complex...
    Resource Type:
    Dissertation
    Full Text:
    , Scott J. Kemp, Linda E. Keown, Jungchul Kim, Sung-kee Kim, Eric A. Korf, Christian L. Kranman, Punlop