镍催化逆选择还原[2 + 4]环化反应合成轴向手性双环化合物

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2024-11-04 DOI:10.1021/acscatal.4c06131

Yujia Mao, Weitao Hu, Chuan Wang

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引用次数: 0

摘要

在此，我们展示了还原[2 + 4]环化反应在异丙选择性新苯环形成中的成功应用。这种由镍催化的β-取代α-萘基炔烃与 C(sp2)-X 型双亲电体之间的反应提供了一种高效便捷的方法，可以制备出含有两个预装官能团的高度对映富集的 C1 对称轴手性双芳基。这些偶联产物可用作多功能合成中间体，以获得双叉配体或双功能有机催化剂，同时也展示了它们在不对称催化中的用途。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Nickel-Catalyzed Atroposelective Reductive [2 + 4] Annulation toward Synthesis of Axially Chiral Biaryls

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Nickel-Catalyzed Atroposelective Reductive [2 + 4] Annulation toward Synthesis of Axially Chiral Biaryls

Herein, we demonstrate the successful application of reductive [2 + 4] annulation in the atroposelective de novo benzene ring formation. This nickel-catalyzed reaction between β-substituted α-naphthylalkynes and a biselectrophile of C(sp²)–X type offers an efficient and convenient method to prepare highly enantioenriched C₁-symmetric axially chiral biaryls containing two preinstalled functionalities. The coupling products can be used as versatile synthetic intermediates to access bidentate ligands or bifunctional organocatalysts, and their utility in asymmetric catalysis is also showcased in this context.

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.