Organomediated Enantioselective super(18)FFluorination for PET Applications

The first organomediated asymmetric super(18)Ffluorination has been accomplished using a chiral imidazolidinone and [ super(18)F]N-fluorobenzenesulfonimide. The method provides access to enantioenriched super(18)F-labeled alpha -fluoroaldehydes (>90% ee), which are versatile chiral super(18)Fsynthons for the synthesis of radiotracers. The utility of this process is demonstrated with the synthesis of the PET (positron emission tomography) tracer (2S,4S)-4-[ super(18)F]fluoroglutamic acid. PET molecules: A metal-free asymmetric super(18)F-labeling reaction for an aliphatic C--H bond, employing a chiral imidazolidinone as the organomediator and N-[ super(18)F]fluorobenzenesul fonimide ([ super(18)F]NFSI) as the super(18)Fsource, is reported. The method is used to prepare the super(18)F-labeled positron emission tomography (PET) radiotracer (2S,4S)-4-[ super(18)F]fluoroglutamic acid.