Stereoselective Halogenation in Natural Product Synthesis.

Stereoselective Halogenation in Natural Product Synthesis.
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DOI:
10.1002/anie.201506388
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发表时间:
2016-03-24
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Vanderwal CD
Vanderwal CD
中科院分区:
其他
文献类型:
--
作者:
Chung WJ;Vanderwal CD

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据最新统计,已发现近5000种卤化天然产物。在这些化合物中,约有一半的卤素结合的碳原子是sp3杂化的;因此,有大量的天然产物,立体控制卤化必须是任何合成策略的关键组成部分。在这篇综述中,我们批判性地讨论了天然产物合成中立体选择性引入卤素原子的方法和策略。利用过去的成功,我们还试图确定我们的合成技术中的差距,这将有助于合成卤化天然产物,以及现有的方法,尚未看到复杂分子合成的应用。本文描述的化学过程再次证明了天然产物如何继续为化学合成的关键进展提供灵感。
At last count, nearly 5000 halogenated natural products have been discovered. In approximately half of these compounds, the carbon atom to which the halogen is bound is sp3‐hybridized; therefore, there are an enormous number of natural products for which stereocontrolled halogenation must be a critical component of any synthesis strategy. In this Review, we critically discuss the methods and strategies used for stereoselective introduction of halogen atoms in the context of natural product synthesis. Using the successes of the past, we also attempt to identify gaps in our synthesis technology that would aid the synthesis of halogenated natural products, as well as existing methods that have not yet seen application in complex molecule synthesis. The chemistry described herein demonstrates yet again how natural products continue to provide the inspiration for critical advances in chemical synthesis.
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