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Filtering by: Advisor Blakemore, Paul Remove constraint Advisor: Blakemore, Paul Committee Member Ostroverkhova, Oksana Remove constraint Committee Member: Ostroverkhova, Oksana

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  • Total Synthesis of Isotopologues of Xanthohumol and its Congeners for Biological Studies

    Creator:
    Plagmann, Layhna S.
    Abstract:
    Xanthohumol [XN, (E)-6´-methoxy-3´-(3-methylbuten-2-yl)-2´,4´,4´´-trihydroxychalcone], the principal prenylated chalcone from hops, and its 2,3-dihydro- (DXN) and O6-desmethyl-2,3-dihydro- (DDXN) congeners, are of potential utility for the amelioration of metabolic syndrome; however, their complex bioactivity profiles cannot be properly studied and understood without access to appropriately produced synthetic materials. In the first part of...
    Resource Type:
    Masters Thesis
    Full Text:
    expresses sincere appreciation to the following people: Prof. Paul R. Blakemore, for his outstanding

  • Analysis of the mechanism of sulfoxide-lithium exchange and the reactive intermediate in stereospecific reagent-controlled homologation (StReCH)

    Creator:
    Hoyt, Amanda
    Abstract:
    The stereospecific reagent-controlled homologation (StReCH) of boronic esters with enantioenriched carbenoid species generated in situ by the addition of organolithium initiators to stereodefined α-chloroalkyl aryl sulfoxides was previously reported. The reaction of an organolithium with an α-chloroalkyl aryl sulfoxide ostensibly generates an α-chloroalkyllithium via sulfoxide-lithium exchange; however, the true nature...
    Resource Type:
    Masters Thesis
    Full Text:
    : Paul R. Blakemore The stereospecific reagent-controlled homologation (StReCH) of boronic esters

  • Synthesis and catalytic applications of derivatives of 7,7'-dihydroxy-8,8'-biquinolyl (azaBINOL)

    Creator:
    Wang, Chao
    Abstract:
    The synthesis of axially chiral polyfunctional derivatives of 8,8'-biquinolyl was explored and the catalytic action of appropriate derivative types investigated in three separate processes: (1) the silylcyanation of carbonyl groups and imines, (2) alkylation of a glycine Schiff-base via phase transfer-catalysis, and (3) direct amide bond formation from simple amines...
    Resource Type:
    Dissertation
    Full Text:
    : Paul R. Blakemore The synthesis of axially chiral polyfunctional derivatives of 8,8´-biquinolyl

  • Total synthesis of sparteine alkaloids from a common tetraoxobispidine intermediate

    Creator:
    Melbardis, John
    Abstract:
    In previous work (Blakemore et al. Org. Lett. 2005, 7, 4721; Heterocycles 2006, 70, 609), successful elaborations of the lupine alkaloids (±)-α-isosparteine (dl-2) and (±)-β-isosparteine (dl-3) were realized from a common tetraoxobispidine precursor, 3,7-diallyl -2,4,6,8-tetraoxo-3,7-diazabicyclo[3.3.1]nonane (93). Herein, the tetraoxobispidine approach to lupine alkaloids was extended to a total synthesis of...
    Resource Type:
    Masters Thesis
    Full Text:
    Tetraoxobispidine Intermediate Abstract approved: Paul R. Blakemore In previous work (Blakemore et al