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探索霍纳-沃兹沃思-埃蒙斯反应在基于聚酮类天然产物合成中的合成潜力:综述

Exploring the Synthetic Potential of Horner-Wadsworth-Emmons Reaction Toward the Synthesis of Polyketide Based Natural Products: A Review.

作者信息

Babar Javeria, Ahmad Sajjad, Parveen Bushra, Ali Kulsoom Ghulam, Mushtaq Aqsa, Zahoor Ameer Fawad, Ahmad Raheel, Mansha Asim, Irfan Ahmad

机构信息

Department of Chemistry, Government College University Faisalabad, Faisalabad, 38000, Pakistan.

Department of Chemistry, University of Engineering and Technology Lahore, Faisalabad Campus, Faisalabad, 38000, Pakistan.

出版信息

Top Curr Chem (Cham). 2025 Apr 26;383(2):20. doi: 10.1007/s41061-025-00504-0.

DOI:10.1007/s41061-025-00504-0
PMID:40286003
Abstract

The Horner-Wadsworth-Emmons (HWE) reaction is a commonly used and reliable phenomenon for carbon-carbon olefination in organic chemistry, carried out by treating aldehyde or ketones with phosphonate esters to afford the substituted alkenes. HWE reaction has also been observed to be involved in the stereo-controlled syntheses of naturally occurring compounds that acquire pharmaceutical profiles against various diseases. In this article, recent implementations of Horner-Wadsworth-Emmons reaction towards the notable total syntheses of naturally occurring compounds such as polyketides have been summarized.

摘要

霍纳-沃兹沃思-埃蒙斯(HWE)反应是有机化学中用于碳-碳烯烃化的一种常用且可靠的反应,通过用膦酸酯处理醛或酮来得到取代烯烃。人们还观察到HWE反应参与了具有抗多种疾病药物特性的天然化合物的立体控制合成。在本文中,已总结了霍纳-沃兹沃思-埃蒙斯反应在天然化合物(如聚酮化合物)显著全合成中的最新应用。

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2
The Role of Cytochrome P450 AbyV in the Final Stages of Abyssomicin C Biosynthesis.细胞色素P450 AbyV在阿比西尼亚霉素C生物合成最后阶段的作用
Angew Chem Weinheim Bergstr Ger. 2023 Jan 16;135(3):e202213053. doi: 10.1002/ange.202213053. Epub 2022 Dec 8.
3
Total Synthesis of (-)-Enigmazole A by the Macrocyclization/Transannular Pyran Cyclization Strategy.
通过大环化/跨环吡喃环化策略全合成(-)-Enigmazole A
Org Lett. 2024 Mar 15;26(10):2045-2050. doi: 10.1021/acs.orglett.4c00290. Epub 2024 Feb 29.
4
Synthesis of the C13-C27 Fragment of Madeirolide A Using Visible-Light-Promoted Radical Cyclization.利用可见光促进的自由基环化反应合成马代罗内酯A的C13 - C27片段
Org Lett. 2024 Feb 9;26(5):1067-1072. doi: 10.1021/acs.orglett.3c04305. Epub 2024 Jan 31.
5
Total Synthesis of Antibacterial Macrolide Sorangiolide A.抗菌大环内酯索拉罗醇 A 的全合成。
Org Lett. 2023 Nov 3;25(43):7827-7831. doi: 10.1021/acs.orglett.3c03066. Epub 2023 Oct 19.
6
Total Synthesis of (-)-Enigmazole B.(-)-Enigmazole B的全合成。
Org Lett. 2023 Dec 1;25(47):8402-8407. doi: 10.1021/acs.orglett.3c03002. Epub 2023 Oct 5.
7
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J Am Chem Soc. 2023 Aug 23;145(33):18240-18246. doi: 10.1021/jacs.3c06573. Epub 2023 Aug 10.
8
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ACS Omega. 2023 Jul 19;8(30):27703-27709. doi: 10.1021/acsomega.3c03634. eCollection 2023 Aug 1.
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Pharmaceuticals (Basel). 2023 Jun 1;16(6):829. doi: 10.3390/ph16060829.
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Org Lett. 2023 Jul 7;25(26):4892-4897. doi: 10.1021/acs.orglett.3c01696. Epub 2023 Jun 27.