Overview on asymmetric fluorination reactions by means of ORGANOCATALYSIS

Asymmetric Fluorination Reactions Promoted by Chiral Hydrogen‐Bonding‐Based Organocatalysts, Auria-Luna, F.; Mohammadi, S.; Divar, M.; Gimeno, M. C.; Herrera, R. P. Adv. Synth. Catal. 2020, https://doi.org/10.1002/adsc.202000848

Abstract. Fluorinated compounds can exhibit interesting biological properties. The importance of these species has made that the chemistry of fluorine has experienced a great development. On this review, the recent advances on asymmetric fluorination reactions promoted by chiral hydrogen‐bonding‐based organocatalysts are discussed. Hence, examples using phosphoric acid, carboxylic acid, (thio)urea and squaramide derivatives are illustrated. The growth of this field is amazing. We have only considered pivotal works in which direct fluorination takes place using a fluorinating agent, leaving aside the reactions where a fluorine atom is incorporated from the beginning as part of other reactants. Herein, the scarce existing examples on this field of research have been compiled.
1 Introduction
2 Chiral anionic phase-transfer catalysts
2.1 Phosphoric acids as precatalysts
2.2. Carboxylic acids as precatalysts
3 (Thio)urea derivatives as organocatalysts for asymmetric fluorination reactions
3.1 Chiral thiourea catalysts
3.2 Chiral urea catalysts
4  Chiral  squaramides  as  organocatalysts  for  asymmetric fluorination reactions
5 Summary and outlook

Keywords. fluorination; hydrogen-bond; organocatalysis; phosphoric acid; squaramide; thiourea.

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