Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis

@inproceedings{Cheerlavancha2017HomologatedAA,
  title={Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis},
  author={Raju Cheerlavancha and Ahmed Sharaf Eldin Ahmed and Yun Cheuk Leung and Aggie Lawer and Qingquan Liu and Marina Cagnes and Hee-Chan Jang and Xiang-Guo Hu and Luke Hunter},
  booktitle={Beilstein journal of organic chemistry},
  year={2017}
}
Backbone-extended amino acids have a variety of potential applications in peptide and protein science, particularly if the geometry of the amino acid is controllable. Here we describe the synthesis of δ-amino acids that contain three vicinal C-F bonds positioned along the backbone. The ultimately successful synthetic approach emerged through the investigation of several methods based on both electrophilic and nucleophilic fluorination chemistry. We show that different diastereoisomers of this… CONTINUE READING