烯丙醇触发氧化还原烯环异构化对1,4-二炔的反对称反应

IF 16.9 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Angewandte Chemie International Edition Pub Date : 2025-02-05 DOI:10.1002/anie.202421153

Dr. Fangyuan Wang, Wenxuan Lin, Chia Hui Yeh, Yu Lan, Prof. Yu Zhao

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引用次数: 0

摘要

我们在此报告了一个前所未有的通过铑催化的不对称氧化还原环异构化1,4-二炔的不对称。该方法采用含烯丙醇的二炔，以高至优异的立体选择性，提供了高效获取多功能吡咯烷和四氢呋喃的途径。机理研究强调了一种创新的催化途径，它不同于经典的炔环异构化，涉及在烯丙醇部分引发。各种衍生的杂环产品，包括有趣的骨架重排也已被证明。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Desymmetrization of 1,4-Diynes by Allylic Alcohol-Triggered Redox Enyne Cycloisomerization

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Desymmetrization of 1,4-Diynes by Allylic Alcohol-Triggered Redox Enyne Cycloisomerization

We report herein an unprecedented desymmetrization of 1,4-diynes via a Rh-catalyzed asymmetric redox cycloisomerization. This method adopts allylic alcohol-containing diynes and provides efficient access to multi-functional pyrrolidines and tetrahydrofurans in high to excellent stereoselectivities. Mechanistic studies highlighted an innovative catalytic pathway that differs from the classical enyne cycloisomerization and involves initiation at the allylic alcohol moiety. Diverse derivatizations of the heterocyclic products including intriguing skeletal rearrangements have also been demonstrated.

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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.