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

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 %)… Click to show full 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).

Keywords: reaction; expansion reaction; iron porphyrins; catalysts ring; reaction epoxides; ring expansion

Journal Title: Organic Letters
Year Published: 2025

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