Published January 1, 2012 | Version v1
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Application of L-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes

  • 1. Karamanoglu Mehmetbey Univ, Dept Chem, TR-70100 Karaman, Turkey
  • 2. Konya Univ, Dept Chem, TR-42099 Meram, Konya, Turkey
  • 3. Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey

Description

The asymmetric Michael addition of aldehydes to nitroolefins was investigated using a combination of L-prolinamide derivatives and various acidic additives. (S)-1,1'-Bi-2-naphthol was found to be the most effective co-catalyst and afforded the nitroaldehyde products with excellent yields (up to 95%), enantiomeric excesses (up to 99%) and diastereoselectivity ratios (up to 99:1). (C) 2012 Elsevier Ltd. All rights reserved.

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