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Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives.

Ferdinand H LutterLucie GrokenbergerMaximilian S HofmayerPaul Knochel
Published in: Chemical science (2019)
A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl S-pyridyl thioesters with (hetero)arylzinc pivalates is reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensitive functional groups. Acylations of α-chiral S-pyridyl esters proceeded with very high stereoretention leading to optically enriched α-chiral ketones.
Keyphrases
  • ionic liquid
  • room temperature
  • capillary electrophoresis
  • reduced graphene oxide
  • carbon nanotubes
  • mass spectrometry
  • electron transfer