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

E Revunov, F Zhuravlev

Index: Revunov, Evgeny; Zhuravlev, Fedor Journal of Fluorine Chemistry, 2013 , vol. 156, p. 130 - 135

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Citation Number: 6

Abstract

Abstract The first example of transition metal mediated enantioselective radiofluorination of epoxides is reported. The procedure utilizes gaseous [18 F] HF in a combination with (−) tetramisole and (R, R)-Co (salen), giving the corresponding (S, S)-18 F-fluorohydrines in 78– 93% radiochemical yield (RCY) and 20–46% enantioselectivities (ee). The use of this methodology allowed for a single step radiosynthesis of [18 F] F-MISO, which took 1.5 h ...