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Synlett 1995; 1995(3): 233-234
DOI: 10.1055/s-1995-4939
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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

Shû Kobayashi* , Mitsuharu Araki, Haruro Ishitani, Satoshi Nagayama, Iwao Hachiya
  • *Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162, Japan
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Publication Date:
31 December 2000 (online)

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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.

rare earth - metal triflate - lanthanide triflate - scandium triflate - Diels-Alder reaction - imine