@article{THESIS,
      recid = {3915},
      author = {Tarhan, Ahit Kaan},
      title = {Computationally Guided Design & Synthesis of Anomeric  Amides for Nitrogen Deletion},
      publisher = {University of Chicago},
      school = {B.S.},
      address = {2022-06},
      number = {THESIS},
      abstract = {Skeletal editing allows for late-stage modification of  organic molecules by altering their core structural motifs  via insertion and deletion of atoms. Anomeric amides  accomplish skeletal editing through direct nitrogen  deletion of secondary amines to afford the corresponding  deaminated alkanes. DFT calculations were used to  corroborate experimental results to elucidate the mechanism  of the reaction, with SN2-type attack of the secondary  amine on the nitrogen center of an anomeric amide serving  as the rate-determining step. New anomeric amide reagents  were designed and their SN2 activation energies (ΔG‡) were  computed via DFT, at the B3LYP/D3/6-31G(d) level of theory,  as a parameter to predict their reactivity. Synthetic  efforts towards novel reagents revealed thermal  decomposition pathways, which were computationally modelled  to find ways of shutting them down and improve the  stability of reagents. Current efforts are focused on the  synthesis of substituted isooxazoline derived anomeric  amides.},
      url = {http://knowledge.uchicago.edu/record/3915},
      doi = {https://doi.org/10.6082/uchicago.3915},
}