Self-assembly of organocatalysts for the enantioselective Michael addition of aldehydes to nitroalkenes

DEMİR A. G., Eymur S.

TETRAHEDRON-ASYMMETRY, cilt.21, sa.1, ss.112-115, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 21 Sayı: 1
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1016/j.tetasy.2009.12.008
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.112-115
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

A proline-thiourea self-assembled organocatalyst is described as a good catalyst for the enantioselective nitro-Michael addition of aldehydes to nitroalkenes The reaction is efficient with 5% of the thiourea, to give moderate to good enantioselectivity (up to 76% ee) High syn-selectivity was obtained with both branched and unbranched aliphatic aldehydes This is the first example of self-assembly of organocatalysts with an achiral additive in a Michael addition wherein aldehydes are utilized as donors. (c) 2009 Elsevier Ltd All rights reserved