Date of Graduation
Doctor of Philosophy in Chemistry (PhD)
Chemistry & Biochemistry
Second Committee Member
Third Committee Member
This dissertation describes studies in the asymmetric synthesis of the C21 – C34 fragment of the natural product, antascomicin B. Antascomicin B is structurally related to FK506, binds strongly to FKBP12, yet does not shown immunosuppressive activity. Small ligand FKBP12 binding complexes were shown to have potent neuroprotective and neuroregenerative properties in mouse models of Parkinson’s disease. The highlighted chemical reactions include an asymmetric transfer hydrogenation (ATH), Ireland-Claisen rearrangement (ICR), directed hydrogenation and allylic diazene rearrangement.
Walker, Brian Lee, "Studies in the Asymmetric Synthesis of the C21-C34 Fragment of the Natural Product, Antascomicin B" (2016). Theses and Dissertations. 1717.