A Unified Synthetic Approach to the Pleurotin Natural Products

IF 14.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Journal of the American Chemical Society Pub Date : 2024-06-26 DOI:10.1021/jacs.4c06746
Yong Gao, Qidong Xia, An Zhu, Wenkuan Mao, Yiming Mo, Hanfeng Ding* and Jun Xuan*, 
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Abstract

The asymmetric total syntheses of four pleurotin natural products, namely, (−)-pleurotin, (+)-leucopleurotin, (+)-leucopleurotinic acid, and (+)-dihydropleurotinic acid, were described in a concise manner. Key transformations feature a Johnson–Claisen rearrangement, a diastereo-controlled sequential hydroboration-oxidation, a SOMO/photoredox activated aldehyde α-alkylation, and oxidative cyclizations.

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Pleurotin 天然产品的统一合成方法。
简明扼要地描述了四种pleurotin天然产物,即(-)-pleurotin、(+)-leucopleurotin、(+)-leucopleurotinic acid和(+)-dihydropleurotinic acid的不对称全合成。关键的转化过程包括约翰逊-克莱森重排、非对映控制的顺序氢硼氧化、SOMO/光氧化活化醛α-烷基化和氧化环化。
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来源期刊
CiteScore
24.40
自引率
6.00%
发文量
2398
审稿时长
1.6 months
期刊介绍: The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.
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