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    Total Synthesis and Stereochemical Revision of Ciliatamides A-C, Total Synthesis of 8-epi-Lucentamycin A, and Development of Microwave Methodology to Facilitate the Synthesis of BMP Inhibitors

    Daniels, Richard Nathan
    : https://etd.library.vanderbilt.edu/etd-09272010-171411
    http://hdl.handle.net/1803/14242
    : 2010-09-28

    Abstract

    This dissertation describes advances in total synthesis, synthetic methodology, and chemical biology. The total synthesis and stereochemical revision of Ciliatamides A-C will be discussed in detail. Also, the total synthesis of 8-epi-Lucentamycin A will be described. Lastly discussed is the development of microwave methodology to improve the synthesis of pyrazolo[1,5-a]pyrimidines. This new methodology was used to rapidly optimize a lead pyrazolo[1,5-a]pyrimidine screening hit into a highly selective and potent bone morphogenetic protein (BMP) inhibitor as well as selective KDR inhibitors using zebrafish as an in vivo screening tool.
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