4.7 Review

Asymmetric Fluorination Reactions promoted by Chiral Hydrogen Bonding-based Organocatalysts

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 23, Pages 5275-5300

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000848

Keywords

fluorination; hydrogen-bond; organocatalysis; phosphoric acid; squaramide; (thio)urea

Funding

  1. Ministerio de Economia, Industria y Competitividad [MINECO-FEDER CTQ2016-75816-C2-1-P, CTQ2017-88091-P, PID2019-104379RB-C21]
  2. Gobierno de Aragon-Fondo Social Europeo [E07_20R]

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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.

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