Catalytic Asymmetric Fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination

Molecules. 2019 Mar 22;24(6):1141. doi: 10.3390/molecules24061141.

Abstract

A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were assured using the electrophilic NFSI reagent under mild reaction conditions.

Keywords: enantioselectivity; europium; fluorination; keto ester; pybox.

MeSH terms

  • Catalysis
  • Europium / chemistry*
  • Halogenation*
  • Indans / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Indans
  • Europium
  • indacrinone