‐Aminonitriles: From Sustainable Preparation to Applications in Natural Product Synthesis,The Chemical Record

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‐Aminonitriles: From Sustainable Preparation to Applications in Natural Product Synthesis
The Chemical Record ( IF 7.0 ) Pub Date : 2020-07-24 , DOI: 10.1002/tcr.202000066
Caroline Grundke ₁ , Nina Vierengel ₁ , Till Opatz ₁

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Due to their numerous reactivity modes, α‐aminonitriles represent versatile and valuable building blocks in organic total synthesis. Since their discovery by Adolph Strecker in 1850, this compound class has seen a wide dissemination in synthetic applications from laboratory to million‐ton industrial scale and was extensively used in the syntheses of various classes of natural products. As these compounds provide a multitude of reactivity options, we feel that a broad overview of their multiple reaction modes may reveal less familiar opportunities for successful total synthesis planning. This personal account article will thus focus on α‐aminonitriles used as key intermediates in selected natural product synthesis sequences which have been reported in the two decades since Enders’ and Shilvock's seminal review. Natural α‐aminonitriles will also briefly be treated.

中文翻译：

氨基腈：从可持续制备到天然产物合成中的应用

由于其多种反应模式，α-氨基腈代表了有机全合成中的多种有价值的组成部分。自从1850年Adolph Strecker发现该化合物以来，该化合物类别已广泛应用于从实验室到工业规模的百万吨合成应用，并广泛用于各种天然产物的合成中。由于这些化合物提供了多种反应性选择，因此我们认为，对它们的多种反应模式进行广泛的概述可能会揭示不太成功的总合成计划的机会。因此，本个人帐户文章将重点介绍在选定的天然产物合成序列中用作关键中间体的α-氨基腈，这是恩德斯（Enders）和席尔沃克（Shilvock）进行开创性研究以来的二十年间的报告。

更新日期：2020-09-15

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