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

被引:0
作者
Uluturk, Mehmet [1 ,2 ]
Gollu, Mehmet [3 ]
Tilki, Tahir [2 ]
Erturk, Erkan [1 ,4 ]
机构
[1] TUBITAK Marmara Res Ctr, TR-41470 Gebze, Kocaeli, Turkiye
[2] Suleyman Demirel Univ, Dept Chem, TR-32260 Isparta, Turkiye
[3] Middle East Tech Univ, Dept Chem, TR-06531 Ankara, Turkiye
[4] Gebze Tech Univ, Dept Chem, TR-41400 Gebze, Kocaeli, Turkiye
关键词
EPOXIDATION; COMPLEXES; METAL; EMERGENCE; OXIDATION; SOLVENT; ROUTE;
D O I
10.1021/acs.orglett.5c00767
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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).
引用
收藏
页码:3083 / 3088
页数:6
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