Chiral Brønsted Acid-Catalyzed Enantioselective Multicomponent Mannich Reaction: Synthesis of <i>anti</i>-1,3-Diamines Using Enecarbamates as Nucleophiles

Guillaume Dagousset, Fleur Drouet, Géraldine Masson, Jieping Zhu

Organic Letters · 2009 · 119 citations · 69 references

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Abstract

Reaction of aldehydes 2, anilines 3, and enecarbamates 4 in dichloromethane in the presence of EtOH and a catalytic amount of chiral phosphoric acid 5 afforded the Mannich adducts which were in situ reduced to anti-1,2-disubstituted 1,3-diamines 1 in excellent diastereoselectivity and enantioselectivity.

References

69