利用系留硝基进行烯烃非对映选择性氨基磺酰化。

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2025-05-19 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.78

Shyam Sathyamoorthi, Appasaheb K Nirpal, Dnyaneshwar A Gorve, Steven P Kelley

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引用次数: 0

摘要

我们提出的第一个例子，烯烃氨基磺酰化反应，利用独特的反应活性氨基甲酸酯系链n -烷氧基氮离子。在几乎所有研究的情况下，这些反应产生的产物具有良好的区域选择性和非对映选择性。所遵循的方案操作非常简单，仅使用商业I（III）试剂和磺酸，相当于烯烃氨基氧化的无金属方案。不需要采取特殊的预防措施来排除空气或周围的水分，并且产品可以进一步变形。

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Harnessing tethered nitreniums for diastereoselective amino-sulfonoxylation of alkenes.

We present the first examples of alkene amino-sulfonoxylation reactions that leverage the unique reactivity of carbamate tethered N-alkoxy nitrenium ions. In almost all cases examined, the reactions deliver product with exquisite regioselectivity and diastereoselectivity. The protocols followed are operationally very simple and only use commercial I(III) reagents and sulfonic acids, amounting to a metal-free protocol for alkene amino-oxygenation. No special precautions need be taken to exclude air or ambient moisture, and the products are amenable to further transformations.

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

期刊介绍： The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.