Organomediated Enantioselective (18)F Fluorination for PET Applications.

Buckingham F, Kirjavainen AK, Forsback S, Krzyczmonik A, Keller T, Newington IM, Glaser M, Luthra SK, Solin O, Gouverneur V

The first organomediated asymmetric (18)F fluorination has been accomplished using a chiral imidazolidinone and [(18)F]N-fluorobenzenesulfonimide. The method provides access to enantioenriched (18)F-labeled α-fluoroaldehydes (>90% ee), which are versatile chiral (18)F synthons 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-[(18)F]fluoroglutamic acid.

Keywords:

Fluorine Radioisotopes

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Glutamates

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Positron-Emission Tomography

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Molecular Structure

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Stereoisomerism

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Halogenation