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Organomediated Enantioselective 18 F Fluorination for PET Applications
Author(s) -
Buckingham Faye,
Kirjavainen Anna K.,
Forsback Sarita,
Krzyczmonik Anna,
Keller Thomas,
Newington Ian M.,
Glaser Matthias,
Luthra Sajinder K.,
Solin Olof,
Gouverneur Véronique
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201506035
Subject(s) - synthon , enantioselective synthesis , chemistry , radiochemistry , pet imaging , combinatorial chemistry , positron emission tomography , stereochemistry , organic chemistry , catalysis , nuclear medicine , medicine
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 (2 S ,4 S )‐4‐[ 18 F]fluoroglutamic acid.