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Cycloaddition/annulation strategies for the construction of multisubstituted pyrrolidines and their applications in natural product synthesis†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-01-08 00:00:00 , DOI: 10.1039/c7qo01077j
Jundong Li 1, 2, 3, 4, 5 , Yilin Ye 1, 2, 3, 4, 5 , Yandong Zhang 1, 2, 3, 4, 5
Affiliation  

Pyrrolidines are privileged substructures of numerous bioactive natural products and drugs. How to synthesize these important synthetic targets in a more efficient manner is a hot research topic. Plenty of novel strategies and methods have been developed in recent years. Among them, cycloaddition and annulation strategies are the most efficient methods for the construction of multisubstituted pyrrolidines in terms of atom economy, stereoselectivity, diversity of products, and especially, their potential for asymmetric synthesis. These advantages have been well demonstrated by their applications in the syntheses of pyrrolidine-containing alkaloids. In this review, we highlight both the reaction and strategy development and synthetic applications from 2008 to June of 2017. This review covers 1,3-dipolar cycloadditions, formal [3 + 2] cycloadditions/annulations, and other interesting cycloaddition or annulation strategies to illustrate a so-called “reaction-based” strategy for the total synthesis of related natural products.

中文翻译:

环加成/环化策略用于多取代吡咯烷的构建及其在天然产物合成中的应用

吡咯烷是许多生物活性天然产物和药物的优先亚结构。如何以更有效的方式合成这些重要的合成靶标是一个热门的研究课题。近年来已经开发了许多新颖的策略和方法。其中,就原子经济性,立体选择性,产物多样性,特别是不对称合成的潜力而言,环加成和环化策略是构建多取代吡咯烷的最有效方法。这些优点已通过其在合成含吡咯烷的生物碱中的应用得到充分证明。在这篇评论中,我们重点介绍了从2008年到2017年6月的反应和策略开发以及合成应用。该评论涵盖1,3-偶极环加成,
更新日期:2018-01-08
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