Synthetic applications of hydride abstraction reactions by organic oxidants,Chemical Society Reviews

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Synthetic applications of hydride abstraction reactions by organic oxidants
Chemical Society Reviews ( IF 40.4 ) Pub Date : 2022-06-17 , DOI: 10.1039/d1cs01169c
Jenna L Miller ₁ , Jean-Marc I A Lawrence ₁ , Freddy O Rodriguez Del Rey ₁ , Paul E Floreancig ₁

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Carbon–hydrogen bond functionalizations provide an attractive method for streamlining organic synthesis, and many strategies have been developed for conducting these transformations. Hydride-abstracting reactions have emerged as extremely effective methods for oxidative bond-forming processes due to their mild reaction conditions and high chemoselectivity. This review will predominantly focus on the mechanism, reaction development, natural product synthesis applications, approaches to catalysis, and use in enantioselective processes for hydride abstractions by quinone, oxoammonium ion, and carbocation oxidants. These are the most commonly employed hydride-abstracting agents, but recent efforts illustrate the potential for weaker ketone and triaryl borane oxidants, which will be covered at the end of the review.

中文翻译：

有机氧化剂提取氢化物反应的合成应用

碳氢键功能化为简化有机合成提供了一种有吸引力的方法，并且已经开发了许多策略来进行这些转化。由于其温和的反应条件和高化学选择性，氢化物提取反应已成为氧化键形成过程极为有效的方法。本综述将主要关注机理、反应发展、天然产物合成应用、催化方法以及在对映选择性过程中通过醌、氧代铵离子和碳正离子氧化剂提取氢化物的应用。这些是最常用的氢化物吸收剂，但最近的努力说明了较弱的酮和三芳基硼烷氧化剂的潜力，这将在审查结束时进行介绍。

更新日期：2022-06-17

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