Check out the recent paper: “Bench-Stable α-Fluoroamines: Synthesis, Properties, and Application in Medicinal Chemistry”, co-authored by Vadym Levterov, Oleh Shablykin, Oleksandr Stashkevych, Volodymyr Kokhalskyi, Vadym Konashuk, Iryna Sadkova, Olha Shevchuk, Petro Borysko, Henry Rzepa, and Pavel Mykhailiuk (
@MykhailiukChem).
This study shows that the incorporation of the CH2-group into the elusive α-fluoropiperidine provides a stable α-fluoroamine with the 2-azabicyclo[2.2.1]heptane core. The latter does not eliminate HF because of Bredt's rule. The high stability of this α-fluoroamine allows its wide chemical modifications and use in medicinal chemistry.
Read more:
doi.org/10.1002/anie.5080799