电荷重定位实现了模块化和非对映选择性合成顺式取代四氢呋喃

IF 16.1 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Angewandte Chemie International Edition Pub Date : 2025-05-03 DOI:10.1002/anie.202503750

Zhi-Jie Niu, Bogdan R. Brutiu, Margaux Riomet, Daniel Kaiser, Nuno Maulide

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引用次数: 0

摘要

从简单的和商业材料的非对映选择性构建有机支架是当代有机合成的一个强有力的策略。在此，我们报道了一种利用电荷重定位从酰氯和烯烃直接制备四氢呋喃（THF）及其衍生物的新分离方法。新合成的Hantzsch酯衍生物，作为氢化物源和选择性调节剂，实现了特殊的非对映选择性。广泛的烯烃耐受性是该方法的一个亮点，使构建结构独特的含THF骨架成为可能。

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Charge Relocation Enables a Modular and Diastereoselective Synthesis of cis‐Substituted Tetrahydrofurans

Diastereoselective construction of organic scaffolds from simple and commercial materials is a powerful strategy in contemporary organic synthesis. Herein, we report a novel disconnection for the direct preparation of tetrahydrofurans (THF) and corresponding derivatives from acyl chlorides and alkenes using charge relocation. Newly synthesised Hantzsch ester derivatives, functioning both as hydride sources and selectivity modulators, enabled exceptional diastereoselectivity. The wide range of alkenes tolerated is a highlight of the method, enabling the construction of structurally distinct THF‐containing skeletons.

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来源期刊

Angewandte Chemie International Edition 化学-化学综合

CiteScore

26.60

自引率

6.60%

发文量

3549

审稿时长

1.5 months

期刊介绍： Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.