Julia-Kocienski olefination: a key reaction for the synthesis of macrolides

Julia-Kocienski olefination: a key reaction for the synthesis of macrolides
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DOI:
10.1016/j.tetasy.2013.09.027
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发表时间:
2014-01-15
影响因子:
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通讯作者:
Mondal, Dhananjoy
Mondal, Dhananjoy
中科院分区:
其他
文献类型:
--
作者:
Chatterjee, Bhaskar;Bera, Smritilekha;Mondal, Dhananjoy

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羰基化合物和杂芳基砜的统一为合成化学家设计天然和非天然产物的合成路线提供了构建C-C双键的最佳方法之一。对于C-C双键的形成,烯化反应,特别是Julia-Kocienski烯化反应(JK-烯化反应)已成为合成含有大环的天然产物中的一个强大的关键反应。感兴趣的分子包括大环内酯类,其生物学重要性、自然资源的缺乏和有趣的结构对科学界对其全合成提出了挑战。因此,为了系统记录,我们总结了几种重要大环内酯的合成方法,强调 Julia-Kocienski 烯化是关键步骤之一。本综述旨在展示 Julia-Kocienski 烯化在合成生物学上重要的大环天然产物中的效用。 (C) 2013 Elsevier Ltd. 保留所有权利。
The unification of carbonyl compounds and heteroaryl sulfones provides one of the best methods for the construction of C-C double bond for synthetic chemists in designing synthetic routes to natural and non-natural products. For the C-C double bond formation, olefination, particularly the Julia-Kocienski olefination (JK-olefination) has emerged as a powerful key reaction in the synthesis of natural products that contain macrocycles. Molecules of interest include macrolides, whose biological importance, lack of natural resources, and interesting structure placed a challenge among the scientific community for their total synthesis. Thus, for systematic documentation we have summarized the synthetic approaches toward several important macrolides highlighting the Julia-Kocienski olefination as one of the key steps. This review is intended to show the utility of the Julia-Kocienski olefination in the synthesis of biologically important macrocyclic natural products. (C) 2013 Elsevier Ltd. All rights reserved.