Two catalytic systems based on the cooperation of a chiral tertiary amine and a Lewis acid have been developed. Organocatalysts 2 and 6, derived from cinchona alkaloids have been used, in combination with Cu(I) or Ag(I) salts, for the Conia-ene cyclisation of �-ketoesters and the aldol reaction of isocyanoacetates with high level of stereocontrol. In both examples the tertiary amine is not only a chiral ligand, but also acts as a br�nsted base in the deprotonation of the pro-nucleophile.

Tertiary amine-Lewis acid cooperative asymmetric catalysis

240th National Meeting (2010)

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