Lipase-mediated resolution of 2-hydroxymethyl-1-iodoferrocene: Synthesis of ferrocenes and biferrocenes with planar chirality

  • Patti A
  • Lambusta D
  • Piattelli M
 et al. 
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Abstract

Racemic 2-hydroxymethyl-1-iodoferrocene (±)-1 was subjected to esterification in the presence of lipase from Candida antarctica (Novozym(R) 435) to afford (1S,2S)-2-acetoxymethyl-1-iodoferrocene (-)-2 having 89% ee and unreacted (1R,2R)-2-hydroxymethyl-1-iodoferrocene (+)-1 in enantiopure form. A single enantiomer of 2-hydroxymethyl-1-iodoferrocene gave easy access to new ferrocenes and biferrocenes possessing only planar chirality.

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Authors

  • Angela Patti

  • Daniela Lambusta

  • Mario Piattelli

  • Giovanni Nicolosi

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