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Recent Advances in the Synthesis of Spiroheterocycles via N-Heterocyclic Carbene Organocatalysis

机译:N-杂环碳烯有机催化合成螺杂环的最新进展

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摘要

Spiroheterocycles are regarded as a privileged framework because of their wide distribution in various natural products and synthetic molecules and promising bioactivities. This review focuses on the recent advances in the synthesis of spiroheterocycles by using the strategy of N-heterocyclic carbene (NHC) organocatalysis, and is organized based on the stereoselectivity and the reactive intermediates. According to the stereochemistry, this review was divided into two main parts, covering racemic and enantioselective versions. In each part, we firstly describe the synthetic transformations using nucleophilic Breslow intermediates, and then discuss the reactions that employ electrophilic acylazolium or radical cation intermediates. With those distinct catalytic activation modes of NHC organocatlysis, we expect this synthetic protocol will possibly produce new molecules with structural novelty and complexity, which may warrant further research in the field of drug discovery.
机译:螺杂环由于其在各种天然产物和合成分子中的广泛分布以及有希望的生物活性而被认为是一种特权框架。这篇综述着重于使用N-杂环卡宾(NHC)有机催化策略合成螺杂环化合物的最新进展,并基于立体选择性和反应性中间体进行了组织。根据立体化学,该综述分为两个主要部分,涵盖外消旋和对映选择性。在每个部分中,我们首先描述使用亲核Breslow中间体的合成转化,然后讨论使用亲电子酰基唑鎓或自由基阳离子中间体的反应。有了这些独特的NHC有机催化催化激活方式,我们预计该合成方案可能会产生结构新颖和复杂的新分子,这可能值得在药物发现领域进行进一步的研究。

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