Published in

American Association for the Advancement of Science, Science, 6389(360), p. 638-642, 2018

DOI: 10.1126/science.aar7941

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Asymmetric nucleophilic fluorination under hydrogen bonding phase-transfer catalysis

This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

H-bond to deliver fluoride Simple fluoride salts are theoretically convenient reagents for carbon-fluorine bond formation. In practice, they are often insoluble in the solvents that dissolve their reaction partners. Pupo et al. developed urea-based catalysts that make fluoride soluble through hydrogen bonding. Moreover, their chiral substituents bias the reaction toward one of two mirror image products of C–F bond formation. This strategy should be applicable to the asymmetric addition of other salts, too. Science , this issue p. 638