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Title page for ETD etd-09272010-171411

Type of Document Dissertation
Author Daniels, Richard Nathan
URN etd-09272010-171411
Title 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
Degree PhD
Department Chemistry
Advisory Committee
Advisor Name Title
Craig W. Lindsley Committee Chair
Brian O. Bachmann Committee Member
Charles C. Hong Committee Member
Gary A. Sulikowski Committee Member
  • Bone Morphogenetic Protein
  • Total Synthesis
  • Microwave Methodolgy
  • Medicinal Chemistry
Date of Defense 2010-07-21
Availability unrestricted
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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