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) identifier 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
  • Orta Doğu Teknik 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). (C) 2012 Elsevier Ltd. All rights reserved.