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通过去芳构化策略构建桥连多环。

Construction of bridged polycycles through dearomatization strategies.

机构信息

College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.

College of Chemistry and Materials Engineering, Quzhou University, Quzhou 324000, China.

出版信息

Org Biomol Chem. 2021 May 12;19(18):3960-3982. doi: 10.1039/d1ob00096a.

Abstract

Bridged polycycles are privileged molecular skeletons with wide occurrence in bioactive natural products and pharmaceuticals. Therefore, they have been the pursing target molecules of numerous chemists. The rapid and convenient generation of sp3-rich complex three-dimensional molecular skeletons from simple and easily available aromatics has made dearomatization a highly valuable synthetic tool for the construction of rigid and challenging bridged rings. This review summarizes the-state-of-the-art advances of dearomatization strategies in the application of bridged ring formation, discusses their advantages and limitations and the in-depth mechanism, and highlights their synthetic value in the total synthesis of natural products. We wish this review will provide an important reference for medicinal and synthetic chemists and will inspire further development in this intriguing research area.

摘要

桥环多环体系是一类具有广泛生物活性的天然产物和药物骨架,因此一直是众多化学家追求的目标分子。从简单易得的芳烃出发,快速、便捷地构建富含 sp3 杂化碳原子的复杂三维分子骨架,使得芳构化反应成为构建刚性桥环化合物的一种非常有价值的合成工具。本文综述了芳构化策略在桥环形成中的最新研究进展,讨论了它们的优缺点和深入的反应机理,并强调了它们在天然产物全合成中的合成价值。希望本文能为药物和合成化学家提供重要参考,并激发该研究领域的进一步发展。

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