Iron Porphyrins and Iron Salens as Highly Enantioselective Catalysts for the Ring-Expansion Reaction of Epoxides to Tetrahydrofurans
Organic Letters, vol.27, no.12, pp.3083-3088, 2025 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 27 Issue: 12
- Publication Date: 2025
- Doi Number: 10.1021/acs.orglett.5c00767
- Journal Name: Organic Letters
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, MEDLINE, Nature Index
- Page Numbers: pp.3083-3088
- Middle East Technical University Affiliated: Yes
Abstract
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).