Diastereospecific Enantiodivergent Allylation of Pyrazolones as an Entry to β-Aminoamides

A diastereospecific enantiodivergent allylation of pyrazolones is reported which is catalyzed by a planar chiral pentaphenylferrocene based palladacycle. With the same catalyst batch both product enantiomers were selectively available. The method is applicable to structurally diverse substrates and gave products with enantiomeric excesses between 85 and 94%. In addition, we could show that pyrazolones are transformable into beta-aminoamides.

Automated summary

This paper reports a diastereospecific enantiodivergent allylation of pyrazolones using a planar chiral pentaphenylferrocene based palladacycle as the catalyst. Both product enantiomers can be selectively obtained with the same catalyst batch. The method is applicable to structurally diverse substrates and gives products with high enantiomeric excesses. Additionally, the paper shows the transformation of pyrazolones into beta-aminoamides.