Gold-catalyzed polyene cyclization and its application in the total synthesis of natural products

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2025-02-13 Epub Date: 2025-02-12 DOI:10.1039/d4ob01954g
Ye Zhang , Wen Bao , Xiao-Ming Zhang , Dao-Yong Zhu , Shao-Hua Wang
{"title":"Gold-catalyzed polyene cyclization and its application in the total synthesis of natural products","authors":"Ye Zhang ,&nbsp;Wen Bao ,&nbsp;Xiao-Ming Zhang ,&nbsp;Dao-Yong Zhu ,&nbsp;Shao-Hua Wang","doi":"10.1039/d4ob01954g","DOIUrl":null,"url":null,"abstract":"<div><div>Polyene cyclization has emerged as a powerful tool for increasing molecular complexity. In recent years, gold-catalyzed polyene cyclization reactions have made significant progress, particularly in the total synthesis of complex polycyclic natural products with biological activity. Simultaneously constructing multiple stereogenic centers and core polycyclic ring structures, especially through the catalytic asymmetric reactions, greatly improves the efficiency of natural product synthesis. The alkynyl functional group can initiate polyene cyclization reactions, and the resulting vinyl moiety can facilitate subsequent functional group transformations, making it highly versatile. This review mainly summarizes the synthetic methodology of polyene cyclization reactions based on the underlying mechanisms and their applications in the total synthesis of polycyclic natural products.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 12","pages":"Pages 2749-2755"},"PeriodicalIF":2.7000,"publicationDate":"2025-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052025001260","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/12 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Polyene cyclization has emerged as a powerful tool for increasing molecular complexity. In recent years, gold-catalyzed polyene cyclization reactions have made significant progress, particularly in the total synthesis of complex polycyclic natural products with biological activity. Simultaneously constructing multiple stereogenic centers and core polycyclic ring structures, especially through the catalytic asymmetric reactions, greatly improves the efficiency of natural product synthesis. The alkynyl functional group can initiate polyene cyclization reactions, and the resulting vinyl moiety can facilitate subsequent functional group transformations, making it highly versatile. This review mainly summarizes the synthetic methodology of polyene cyclization reactions based on the underlying mechanisms and their applications in the total synthesis of polycyclic natural products.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
金催化多烯环化及其在天然产物全合成中的应用。
多烯环化已成为增加分子复杂性的有力工具。近年来,金催化的多烯环化反应取得了重大进展,特别是在具有生物活性的复杂多环天然产物的全合成方面。同时构建多个立体中心和核心多环结构,特别是通过催化不对称反应,大大提高了天然产物的合成效率。炔基官能团可以引发多烯环化反应,产生的乙烯基部分可以促进随后的官能团转化,使其具有很高的通用性。本文主要综述了多烯环化反应的合成方法及其在天然多环产物全合成中的应用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
期刊最新文献
Synthesis of oxaprozin analogs from 2H-azirines and cyclic anhydrides. Biocatalytic synthesis of a novel atorvastatin catechol derivative as an anti-hyperlipidemic drug candidate using bacterial tyrosinase. Diazo retention transformations of aryldiazonium salts towards nitrogen rich heterocycles. Iodine-mediated cascade amination enables one-pot access to antimicrobial indole-embedded dihydropyrazoles. Lewis acid-mediated formamidation employing carbohydrates as synthons.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1