Iron Porphyrins and Iron Salens as Highly Enantioselective Catalysts for the Ring-Expansion Reaction of Epoxides to Tetrahydrofurans

Ulutürk M., Göllü M., TİLKİ T., Ertürk E.

Organic Letters, cilt.27, sa.12, ss.3083-3088, 2025 (SCI-Expanded, Scopus) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 27 Sayı: 12
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1021/acs.orglett.5c00767
  • Dergi Adı: Organic Letters
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, MEDLINE, Nature Index
  • Sayfa Sayıları: ss.3083-3088
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Iron porphyrins have been found to be efficient catalysts for the ring-expansion reaction of epoxides with alkenes to give the corresponding tetrahydrofurans; very low loadings (down to 1 mol %) are sufficient to achieve high yields (up to 98%). Additionally, an iron(III) salen complex based on the axially chiral 1,1-binaphthalene backbone has been shown to catalyze the reaction with high enantioselectivity (e.g., 92% ee for calyxolane A).