Application of l-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes

Naziroglu H. N., Durmaz M., BOZKURT S., Demir A. S., Sirit A.

Tetrahedron Asymmetry, cilt.23, sa.2, ss.164-169, 2012 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 23 Sayı: 2
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1016/j.tetasy.2012.01.008
  • Dergi Adı: Tetrahedron Asymmetry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.164-169
  • Uşak Üniversitesi Adresli: Evet

Özet

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). © 2012 Elsevier Ltd. All rights reserved.