A methodology for the asymmetric synthesis of CF3‐β‐proline and CF3‐six‐membered cyclic amino acids has been developed starting from readily available N‐tert‐butanesulfinyl‐(3,3,3)‐trifluoroacetaldimine. The Zn‐mediated allylation followed by an intramolecular 5‐endo‐trig cyclisation afforded the CF3‐β‐proline, whereas the CF3‐six‐membered cyclic amino acids were obtained by using a ring‐closing‐metathesis protocol of CF3‐aminodienes.