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烷基烯醇醚:分子间有机转化中的发展。

Alkyl Enol Ethers: Development in Intermolecular Organic Transformation.

机构信息

Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, Sangareddy, Telangana, 502285, India.

出版信息

Chem Asian J. 2021 Jul 5;16(13):1685-1702. doi: 10.1002/asia.202100277. Epub 2021 Jun 1.

Abstract

Alkyl enol ethers (AEE) are versatile synthetic intermediates with a unique reactivity pattern. This review article summarizes the synthesis of AEE as well as its reactivity and how enol ether undergoes intermolecular reactions for various bond formation, leading to the construction of several useful organic molecules. The synthetic applications of alkyl enol ethers towards intermolecular bond-forming reactions include metal-catalyzed reactions, cycloaddition and heterocycle formation as well as rwactions in the field of natural products synthesis. The achievement of these impressive transformations prove the countless synthetic potential of AEE. The main objective of this review is to bring attentiveness among synthetic chemists to show how AEE extensively can be used to react with both electrophiles as well as nucleophiles, thereby behaving as an ambiphilic reactant. We trust that the unique reactivity pattern of alkyl enol ethers and the fundamental mechanistic idea can attract chemists in AEE chemistry. Exclusively, intermolecular reactions of AEE with other functionalized moieties have not been reviewed to the best of our knowledge.

摘要

烷基烯醇醚(AEE)是一种多功能的合成中间体,具有独特的反应模式。本文综述了 AEE 的合成及其反应性,以及烯醇醚如何进行分子间反应,形成各种键,从而构建几种有用的有机分子。烷基烯醇醚在分子间成键反应中的合成应用包括金属催化反应、环加成和杂环形成以及天然产物合成领域的反应。这些令人印象深刻的转化的实现证明了 AEE 具有无数的合成潜力。本文的主要目的是引起合成化学家的关注,展示 AEE 如何广泛地与亲电试剂和亲核试剂反应,从而表现为两性反应物。我们相信,烷基烯醇醚的独特反应模式和基本的机理思想可以吸引 AEE 化学领域的化学家。据我们所知,烷基烯醇醚与其他官能化部分的分子间反应尚未得到综述。

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