Browsing by Subject "Heterocycle"

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    Biosynthesis of sulfur containing heterocycles in natural products
    (2016-12) Gengler, Jon Peter; Liu, Hung-wen, 1952-
    This thesis is a comprehensive review of the biosynthesis of sulfur containing heterocycles in natural metabolites. The review focuses on sulfur incorporation and cyclization of the moieties, with a lesser examination of the role these heterocycles play in the chemistry of their compound's activity.
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    Synthetic studies of N-heterocycles via catalytic reductive C-C bond formation and tertiary neopentyl substitution
    (2012-05) Grant, Christopher Donald; Krische, Michael J.; Martin, Stephen F.; Siegel, Dionicio R.; Brodbelt, Jennifer S.; Kerwin, Sean M.
    Whilst there are a large number of C-C bond forming reactions available for the construction of heterocycles a number of these protocols require the use of stoichiometric organometallic reagents. Since heterocycles are present in the vast majority of pharmaceutical agents the ability to forge these structures efficiently with a minimal amount of stoichiometric metallic waste is important. With this in mind we initiated a series of projects that focus on the use of [pi]-unsaturates to serve as surrogates to toxic, air and moisture sensitive nucleophilic organometallic reagents utilized in traditional C-C bond forming reactions. This has allowed us to develop catalytic couplings of vinyl azines to imines to form branched amines, to couplings of dimethylallene to isatin forming a tert-prenyl hydroxy oxindole and this neopentyl alcohol can be substituted with C-nucleophiles forming two contiguous quaternary all-carbon centers in our synthetic studies tert-prenyl indole alkaloid natural products.