Nickel-Catalyzed Alkylation of Ketone Enolates: Synthesis of Monoselective Linear Ketones,The Journal of Organic Chemistry

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Nickel-Catalyzed Alkylation of Ketone Enolates: Synthesis of Monoselective Linear Ketones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-12-14 00:00:00 , DOI: 10.1021/acs.joc.8b02609
Jagadish Das ₁ , Mari Vellakkaran ₁ , Debasis Banerjee ₁

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Herein we have developed a Ni-catalyzed protocol for the synthesis of linear ketones. Aryl, alkyl, and heteroaryl ketones as well as alcohols yielded the monoselective ketones in up to 90% yield. The catalytic protocol was successfully applied in to a gram-scale synthesis. For a practical utility, applications of a steroid derivative, oleyl alcohol, and naproxen alcohol were employed. Preliminary catalytic investigations involving the isolation of a Ni intermediate and defined Ni–H species as well as a series of deuterium-labeling experiments were performed.

中文翻译：

镍催化的酮醇酸酯的烷基化：单选择性线性酮的合成

本文中，我们已经开发了镍催化的线性酮合成方案。芳基，烷基和杂芳基酮以及醇类以高达90％的产率生成单选择性酮。催化方案已成功应用于克级合成。为了实用，使用了类固醇衍生物，油醇和萘普生醇的应用。进行了初步催化研究，包括分离镍中间体和确定的Ni–H物种，以及一系列氘标记实验。

更新日期：2018-12-14

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