Palladium-Catalyzed Branch-Selective Allylic C–H Amination Enabled by Nucleophile Coordination

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-09-27 DOI:10.1021/acs.orglett.4c02935
Zhong-Sheng Nong, Pu-Sheng Wang, Qi-Lin Zhou, Liu-Zhu Gong
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Abstract

Regiochemical control is a central subject in the field of synthetic chemistry. Here we unveil an innovative approach for the branch-selective allylic C–H amination of α-alkenes with amine nucleophiles facilitated by phosphoramidite–palladium catalysis. A diverse array of α-alkenes has been effectively utilized to produce a variety of structurally distinct allylamines with moderate to excellent regioselectivity. Furthermore, the asymmetric version of this reaction is feasible through the use of chiral phosphoramidite ligands, albeit with currently modest enantioselectivity.

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亲核配位催化的钯催化支选择性烯丙基 C-H 氨基化反应
区域化学控制是合成化学领域的核心课题。在此,我们揭示了一种创新方法,即在磷酰胺-钯催化的促进下,α-烯与胺类亲核物进行分支选择性烯丙基 C-H 氨化反应。我们有效地利用了一系列不同的 α-烯烃,以中等到出色的区域选择性生产出了多种结构独特的烯丙基胺。此外,通过使用手性磷酰胺配体,该反应的不对称版本也是可行的,尽管目前的对映选择性并不高。
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来源期刊
Organic Letters
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.
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