Activation of Imines by Rare Earth Metal Triflates. Ln(OTf)3- or Sc(OTf)3-Catalyzed Reactions of Imines with Silyl Enolates and Diels-Alder Reactions of Imines

Shū Kobayashi, Mitsuharu Araki, Haruro Ishitani, Satoshi Nagayama, Iwao Hachiya

Synlett · 1995 · 131 citations · 0 references

Concepts

Abstract

In the presence of a catalytic amount of Ln(OTf)3 or Sc(OTf)3, the reactions of imines with silyl enolates and the Diels-Alder reactions of imines with dienes proceeded smoothly to afford the corresponding β-amino ester derivatives and tetrahydropyridine or tetrahydroquinoline derivatives, respectively, in high yields.