Unified Biomimetic Approach to (+)-Hippolachnin A: In-Depth Insights into Its Biosynthetic Origin

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2021-11-01 DOI:10.1021/acs.orglett.1c03280

Zhengwen Xue, Qingong Li, Jingyang Zhang, Yefeng Tang*

引用次数: 0

Abstract

A formal biomimetic synthesis of (+)-hippolachnin A has been achieved under the guidance of its plausible biosynthetic pathway. Pivotal transformations include an intriguing ¹O₂-mediated [4 + 2] cycloaddition and a tandem Kornblum–DeLaMare rearrangement/hemiketalization/dehydration reaction. The current work not only offers a unified approach to access skeletally diverse plakortin-type polyketides but also provides convincing evidence to elucidate their underlying biosynthetic network.

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(+)- hipachnin A的统一仿生方法:深入了解其生物合成起源

(+)-hippolachnin A在其合理的生物合成途径的指导下实现了正式的仿生合成。关键转化包括一个有趣的o2介导的[4 + 2]环加成和一个连续的Kornblum-DeLaMare重排/半化/脱水反应。目前的工作不仅提供了一种统一的方法来获取骨骼多样化的plakortin型聚酮，而且还提供了令人信服的证据来阐明其潜在的生物合成网络。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.