Tandem aza-Michael additions under high pressure: a shortcut to the azanorbornyl skeleton

Rulev A. Y., Yenil N., Pesquet A., Oulyadi H., Maddaluno J.

Tetrahedron, cilt.62, sa.23, ss.5411-5416, 2006 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 62 Sayı: 23
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1016/j.tet.2006.03.070
  • Dergi Adı: Tetrahedron
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.5411-5416
  • Manisa Celal Bayar Üniversitesi Adresli: Hayır

Özet

The hyperbaric aza-Michael addition of mono- and diamines on α,β-unsaturated β,β-disubstituted mono- and diesters has been studied. While in the case of monoester, this reaction provides a β-aminoester presenting a quaternary center, a direct and efficient access to diester or lactams featuring an azanorbornyl skeleton was obtained when starting from a diester, following an unprecedented double aza-Michael addition. © 2006 Elsevier Ltd. All rights reserved.