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通过大环基锡叶醇羰基化反应的反-间苯二酚的全合成。

Total Synthesis of trans-Resorcylide via Macrocyclic Stille Carbonylation.

机构信息

Department of Chemistry, Center for Cancer Research, and Institute for Drug Discovery, Purdue University, 720 Clinic Drive, West Lafayette, IN, 47907, USA.

出版信息

J Antibiot (Tokyo). 2019 Jun;72(6):482-485. doi: 10.1038/s41429-019-0145-4. Epub 2019 Feb 13.

Abstract

The resorcylic macrolides are important natural products with a wide range of remarkable biological activities. So far, most of the reported resorcylic macrolide syntheses use either macrolactonization or ring closing metathesis to build the corresponding macrocycle. In continuation of our efforts in developing novel carbonylation reactions to facilitate natural product total synthesis, we report herein a total synthesis of trans-resorcylide (1) featuring a palladium-catalyzed macrocyclic Stille carbonylation to build its 12-membered macrocycle.

摘要

雷琐酚大环内酯是具有广泛显著生物活性的重要天然产物。到目前为止,大多数已报道的雷琐酚大环内酯合成方法都采用大环内酯化或环 closing metathesis 反应来构建相应的大环。在我们努力开发新的羰基化反应以促进天然产物全合成的过程中,我们在此报告了 trans-resorcylide(1)的全合成,该合成方法采用钯催化的大环 Stille 羰基化反应来构建其 12 元大环。

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本文引用的文献

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Natural Product Synthesis via Palladium-Catalyzed Carbonylation.钯催化羰基化合成天然产物。
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J Am Chem Soc. 2016 Aug 31;138(34):10838-41. doi: 10.1021/jacs.6b07585. Epub 2016 Aug 17.
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Catalytic Carbonylative Spirolactonization of Hydroxycyclopropanols.羟基环丙烷的催化羰基化螺内酯化反应
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