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  • Investigation of Chain Extension Approaches for the Stereoselective Reagent-Controlled Synthesis of alpha-Heteroatom Substituted Alkyl Boronic Esters

    Creator:
    Barsamian, Adam L.
    Abstract:
    Two distinct strategies were explored for the enantioselective synthesis of α-heteroatom substituted alkyl boronic esters by stereoselective reagent-controlled homologation using transient chiral carbenoid reagents CHYMX (Y = heteroatom, X = nucleofuge, M = electrofuge). In the first case, a stereospecific reagent-controlled homologation (sStReCH) approach to α-alkoxyalkylboronates using α-metalated S,O- and...
    Resource Type:
    Dissertation
    Full Text:
    . Paul R. Blakemore Two distinct strategies were explored for the enantioselective synthesis of α

  • Conformationally chiral diphenylethers and the enantioselective Ullmann etherification

    Creator:
    Salih, M. Quamar
    Abstract:
    Since the discovery of molecular chirality in 1848, this notion has had a substantial impact on medicine, biology, and chemistry. Extensive effort has been directed towards the construction of chiral molecules that contain sp³ hybridized stereogenic centers. In contrast, less effort has been dedicated to molecules that are chiral by...
    Resource Type:
    Dissertation
    Full Text:
    ,!2014.! ! Title:! Conformationally! Chiral! Diphenylethers! and! the! Enantioselective! Ullmann

  • Development of Methods for Stereoselective Carbon-Carbon Bond Formation

    Creator:
    Wu, Zhenhua
    Abstract:
    Three distinct methods to achieve the stereoselective synthesis of carbon-carbon bonds were investigated, encompassing: (i) the formation of axially chiral biaryl molecules by enantioselective Suzuki cross-coupling, (ii) the synthesis of α-phenylalkylboronic esters by enantioselective chain extension, and (iii) the stereospecific synthesis of alkenes by eliminative cross-coupling of enantioenriched sp³-hybridized carbenoids....
    Resource Type:
    Dissertation
    Full Text:
    molecules by enantioselective Suzuki cross-coupling, (ii) the synthesis of - phenylalkylboronic esters by

  • Racemic and Enantioselective Synthesis of Cavicularin

    Creator:
    Zhao, Peng
    Abstract:
    This dissertation describes the racemic and enantioselective synthesis cavicularin. Cavicularin is a macrocyclic bisbibenzyls family member natural product. It has been an attractive synthetic target due to its intriguing structure: the macrocyclic core imparts sufficient strain on the system to force one benzene rings to adopt a boat-shaped conformation, out...
    Resource Type:
    Dissertation
    Full Text:
    Enantioselective Synthesis of Cavicularin. Abstract approved

  • Enantioselective Total Syntheses of Quinolizidine Lycopodium Alkaloid Cermizine D and Cytotoxic Marine Macrolide Mandelalide A

    Creator:
    Veerasamy, Nagarathanam
    Abstract:
    The enantioselective total synthesis of quinolizidine-containing natural product cermizine D and formal syntheses of senepodine G and cermizine C has been achieved. These natural products are members of the lycopodium alkaloids, which have attracted significant attention due to their exciting biological activities and the diverse structural scaffolds. Key steps in...
    Resource Type:
    Dissertation
    Full Text:
    Chemistry presented on November 10, 2015. Title: Enantioselective Total Syntheses of Quinolizidine

  • 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:
    . White This thesis describes the development of a new enantioselective synthetic method employing