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Journal article

Co(salen)-mediated enantioselective radiofluorination of epoxides. Radiosynthesis of enantiomerically enriched [18F]F-MISO via kinetic resolution

From

Center for Nuclear Technologies, Technical University of Denmark1

The Hevesy Laboratory, Center for Nuclear Technologies, Technical University of Denmark2

The first example of transition metal mediated enantioselective radiofluorination of epoxides is reported. The procedure utilizes gaseous [18F]HF in a combination with (−)tetramisole and (R,R)-Co(salen), giving the corresponding (S,S)-18F-fluorohydrines in 78–93% radiochemical yield (RCY) and 20–46% enantioselectivities (ee).

The use of this methodology allowed for a single step radiosynthesis of [18F]F-MISO, which took 1.5h and after solid phase-based purification delivered [18F]F-MISO in 81%/45% analytical/preparative RCY and 55% ee.

Language: English
Year: 2013
Pages: 130-135
ISSN: 18733328 and 00221139
Types: Journal article
DOI: 10.1016/j.jfluchem.2013.09.006
ORCIDs: Zhuravlev, Fedor

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