Control of Absolute Stereochemistry in Transition-Metal-Catalysed Hydrogen-Borrowing Reactions.
Control of Absolute Stereochemistry in Transition-Metal-Catalysed Hydrogen-Borrowing Reactions.
复制标题
在过渡金属催化氢反应中控制绝对立体化学。
DOI：
10.1002/chem.202001253
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发表时间：
2020-10-09
期刊：
影响因子：
--
通讯作者：
Donohoe TJ
中科院分区：
文献类型：
--
作者：
Kwok T;Hoff O;Armstrong RJ;Donohoe TJ
借氢催化代表了胺或烯醇化亲核试剂与非活化醇的烷基化的有力方法。这种方法依赖于一种催化剂，它可以介导一系列战略性的氧化还原事件，从而形成C-C和C-N键，并产生水作为唯一的副产品。在大多数情况下，这些反应已被用于靶向非手性或外消旋产物。相比之下，这篇小综述的重点是氢借用催化反应，其中该过程的绝对立体化学结果可以控制。不对称借氢催化作为合成对映体富集的胺和含羰基的产物的有力方法迅速出现，并提出了涉及C-N和C-C键形成的例子。讨论了各种不同的方法，包括使用手性助剂，不对称催化和对映体特异性过程。 借氢：这篇小综述总结了过渡金属催化的不对称借氢催化的快速发展领域。介绍了一系列涉及胺和烯醇化物烷基化的对映体选择性反应。在这类反应中，诱导不对称性的策略有多种，包括不对称还原、动力学不对称转化和引入手性助剂等。
Hydrogen‐borrowing catalysis represents a powerful method for the alkylation of amine or enolate nucleophiles with non‐activated alcohols. This approach relies upon a catalyst that can mediate a strategic series of redox events, enabling the formation of C−C and C−N bonds and producing water as the sole by‐product. In the majority of cases these reactions have been employed to target achiral or racemic products. In contrast, the focus of this Minireview is upon hydrogen‐borrowing‐catalysed reactions in which the absolute stereochemical outcome of the process can be controlled. Asymmetric hydrogen‐borrowing catalysis is rapidly emerging as a powerful approach for the synthesis of enantioenriched amine and carbonyl containing products and examples involving both C−N and C−C bond formation are presented. A variety of different approaches are discussed including use of chiral auxiliaries, asymmetric catalysis and enantiospecific processes. Borrowing hydrogen: This Minireview summarizes the rapidly developing area of transition‐metal‐catalysed asymmetric hydrogen‐borrowing catalysis. A range of enantioselective processes involving alkylation of both amines and enolates are presented. A wide variety of strategies have been employed to induce asymmetry in these reactions including asymmetric reduction, dynamic kinetic asymmetric transformation and incorporation of chiral auxiliaries.
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