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

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-20 DOI:10.1021/acs.orglett.5c00767

Mehmet Ulutürk, Mehmet Göllü, Tahir Tilki, Erkan Ertürk

引用次数: 0

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).

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铁卟啉和铁萨伦作为环氧化物扩环反应的高对映选择性催化剂

铁卟啉是环氧化物与烯烃扩环反应生成四氢呋喃的有效催化剂；极低的负载（低至1mol %）足以实现高收率（高达98%）。此外，基于轴向手性1,1-二萘骨架的铁（III） salen配合物已被证明具有高对映选择性催化反应（例如，对萼己烷A的ee为92%）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.