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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 5, Issue 8, 2008

Page: [602 - 606] Pages: 5

DOI: 10.2174/157017808786857499

Price: $65


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%).

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

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