Enantioselective Michael Addition of Dimethyl Malonate to (E)-β- Nitrostyrenes Catalyzed by Cinchona Alkaloids Under Solvent-Free Condition

Title: Enantioselective Michael Addition of Dimethyl Malonate to (E)-β- Nitrostyrenes Catalyzed by Cinchona Alkaloids Under Solvent-Free Condition

Volume: 5 Issue: 8

Author(s): Francesco Fringuelli, Luca Castrica, Ferdinando Pizzo and Luigi Vaccaro

Affiliation:

Keywords: Nitroalkenes, organocatalysts, solvent-free condition, Michael addition

Abstract: Under solvent-free condition the addition of dimethyl malonate (1) to (E)-β-nitrostyrenes 2a-j proceeds smoothly in the presence of 2.5 mol% of 6-hydroxy cinchonine (QD-OH) and equimolar amounts of reagents at 30 °C. The corresponding products 3a-j are obtained with satisfactory enantiomeric excesses (68-88%) and high yields (70- 92%).

Cite this article as:

Fringuelli Francesco, Castrica Luca, Pizzo Ferdinando and Vaccaro Luigi, Enantioselective Michael Addition of Dimethyl Malonate to (E)-β- Nitrostyrenes Catalyzed by Cinchona Alkaloids Under Solvent-Free Condition, Letters in Organic Chemistry 2008; 5 (8) . https://dx.doi.org/10.2174/157017808786857499