Asymmetric aza-Henry reaction of BOC-protected imines with zinc-FAM catalyst

Beksultanova N., DOĞAN Ö.

Synthetic Communications, cilt.54, sa.5, ss.371-378, 2024 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 54 Sayı: 5
  • Basım Tarihi: 2024
  • Doi Numarası: 10.1080/00397911.2024.2303054
  • Dergi Adı: Synthetic Communications
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica
  • Sayfa Sayıları: ss.371-378
  • Anahtar Kelimeler: asymmetric nitroaldol reaction, aza-Henry reaction, N-BOC imines, nitroethane
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Derivatives of ferrocenyl-substituted aziridinyl methanol (FAM) ligands were used with zinc metal for asymmetric aza-Henry (nitro-aldol) reaction of N-Boc protected imines with nitroalkanes. At optimized reaction conditions Zn-PFAM1 catalyst system with a variety of aromatic imines provided products in up to 77% ee and 88% yield. In addition, the reaction of N-Boc substituted imines with nitroethane also proceeded smoothly with moderate enantioselectivities and diastereoselectivities.