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Recent Advances in the Total Synthesis of Natural Products Containing Eight-Membered Carbocycles (2009-2019).
Chemical Reviews ( IF 62.1 ) Pub Date : 2020-04-28 , DOI: 10.1021/acs.chemrev.0c00045
Ya-Jian Hu 1 , Li-Xuan Li 1 , Jing-Chun Han 1 , Long Min 1 , Chuang-Chuang Li 1
Affiliation  

Natural products containing eight-membered carbocycles constitute a class of structurally intriguing and biologically important molecules such as the famous diterpenes taxol and vinigrol. Such natural products are being increasingly investigated because of their fascinating architectural features and potent medicinal properties. However, synthesis of natural products with cyclooctane moieties has proved to be highly challenging. This review highlights the recently completed total syntheses of natural products with eight-membered carbocycles with a focus on strategic considerations. A collection of 27 representative studies from the literature covering the decade from 2009 to 2019 is described in chronological order with relevant studies grouped together, including syntheses of the same natural product by different research groups using different strategies. Finally, a summary and outlook including a discussion of the major features of each strategy used in the syntheses are presented. This review illustrates the diversity and creativity in the elegant synthetic designs of eight-membered carbocycles. We hope this review will provide timely illumination and beneficial guidance for future synthetic efforts for organic chemists who are interested in this area.

中文翻译:

含八元碳环天然产物全合成的最新进展(2009-2019)。

含有八元碳环的天然产物构成了一类结构有趣且具有生物学重要性的分子,例如著名的二萜紫杉醇和醋精。此类天然产品因其迷人的建筑特征和强大的药用特性而受到越来越多的研究。然而,已证明具有环辛烷部分的天然产物的合成极具挑战性。这篇综述重点介绍了最近完成的具有八元碳环的天然产物的全合成,重点是战略考虑。从涵盖 2009 年至 2019 年十年的文献中收集了 27 项具有代表性的研究,按时间顺序描述,并将相关研究分组在一起,包括由不同的研究小组使用不同的策略合成相同的天然产物。最后,介绍了总结和展望,包括对综合中使用的每种策略的主要特征的讨论。这篇综述说明了八元碳环优雅合成设计的多样性和创造力。我们希望这篇综述能为对该领域感兴趣的有机化学家未来的合成工作提供及时的启发和有益的指导。
更新日期:2020-04-28
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