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Filtering by: Creator Hertz, Eric Remove constraint Creator: Hertz, Eric Advisor White, James D. Remove constraint Advisor: White, James D.

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  • Studies toward the total synthesis of phorboxazole A

    Creator:
    Kuntiyong, Punlop
    Abstract:
    Studies toward the total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, were conducted and resulted in a route to an advanced intermediate, C4-C32, for this purpose. A key feature of our approach is the stereoselective synthesis of two cis-2,6-disubstituted tetrahydropyrans present in the macrolide portion of...
    Resource Type:
    Dissertation
    Full Text:
    Hansen, Carla Hassler, Bryan Hauser, Eric Hong, Peter Hrnciar, Scott Kemp, Linda Keown, Jungchul Kim

  • 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:
    Keown, Jungchul Kim, Eric Korf, Christian Kranemann, Punlop Kuntlyong, Tae-Hee Lee, Christopher Lincoln

  • Natural product synthesis via cyclobutanes : part I, Asymmetric synthesis of (+)-byssochlamic acid, part II, An approach to the nootropic agent huperzine A

    Creator:
    Kim, Jungchul
    Abstract:
    PART I. Asymmetric syntheses of both natural (+)- and nonnatural (-)-byssochlamic acid via a [2+2] photoaddition-cycloreversion strategy are described. X-ray crystallographic analysis of the cyclohexylamine salt 99 showed that the structure of the monomethyl ester 100 from esterase hydrolysis of 44 was originally misassigned as 56. The enantiomeric relationship of...
    Resource Type:
    Dissertation
    Full Text:
    Hanselmann, Volker K. Schuize, Eric Hong, Rich G. Carter, Bart Phillips, Paul Blakemore, Cindy Browder

  • 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

  • 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:
    Chan, Selena Milicevic, Mark Sephton, Guoqiang Wang, Eric Korf, Chris Lincoln, Rajan Juniku, Sigrid