Chiral anions can do it: Asymmetric phase-transfer catalysis is no longer limited to cationic catalysts. Lipophilic BINOL phosphate anions are superior catalysts for the asymmetric electrophilic fluorination of alkenes under phase-transfer conditions (see picture). Now complex fluorinated compounds can be synthesized selectively from simple alkene starting materials.
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Ulrich Hennecke (2012) studied this question.
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