Asymmetric Synthesis of Cyclic Fluorinated Amino Acids

Abstract

A methodology for the asymmetric synthesis of CF 3 ‐β‐proline and CF 3 ‐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 CF 3 ‐β‐proline, whereas the CF 3 ‐six‐membered cyclic amino acids were obtained by using a ring‐closing‐metathesis protocol of CF 3 ‐aminodienes.