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Filtering by: Committee Member Brooks, R. H. Advisor Beaudry, Christopher M.

Strategies for the Synthesis of Nitrogeous Compounds : Aminal Radical Reaction and Pyridinium Oxide Cycloadditions

Creator:

Lu, Yi

Abstract:

Pharmaceuticals, molecular catalysts, and secondary metabolites often contain nitrogen. The problems faced synthesizing compounds which contain nitrogen was because of the Lewis base reactivity of nitrogen lone pairs, and the acidic protons of some nitrogenous functional groups. We developed two methods for the synthesis of nitrogeous compounds. Additionally, we successfully...

Resource Type:

Dissertation
Total Synthesis of Goniomitine : Development of Aminal and α-Amino Radicals in the Synthesis of Nitrogen-Rich Natural Products

Creator:

Vellucci, Jessica K.

Abstract:

Aminal radical intermediates were generated by the method of radical translocation and reacted in C-C bond forming reactions with electronically deficient alkenes (Schiedler et al. Org. Lett. 2012, 14, 6092). Aminal radical intermediates can participate in inter- and intra-molecular reactions using both Bu3SnH and (TMS)₃SiH as hydride donors. Carbon–carbon bonds...

Resource Type:

Dissertation

Full Text:

Barton, D. H. R.; Beaton, J. M.; Geller, L. E.; Pechet, M. M. J. Am. Chem. Soc. 1960, 82, 2640. 17
The development of aminal radicals for the synthesis of nitrogen-rich natural products

Creator:

Schiedler, David A.

Abstract:

Organic compounds which contain one or more nitrogen atoms are especially important as they are disproportionately represented among biologically active molecules. As a result, significant effort has been focused on the development of methods for the synthesis of nitrogenous molecules. We identified the aminal as an under-explored functional group. Despite...

Resource Type:

Dissertation

Full Text:

. Soc. 1993, 115, 4419–4420. (b) Ge, H. M.; Zhang, L.-D.; Tan, R. X.; Yao, Z.-J. J. Am. Chem. Soc