{"title":"(+)-epicolidine C 和 6/6/6/5 spylidone 四环核心的合成","authors":"","doi":"10.1016/j.tetlet.2024.155181","DOIUrl":null,"url":null,"abstract":"<div><p>The first total synthesis of (+)-epicolidine C has been accomplished via a late-stage HfCl<sub>4</sub>-mediated epoxide opening from (+)-PF1052. The 6/6/6/5 tetracyclic core of spylidone has also been constructed from (+)-AB4015-B via late-stage iodine(I)- or manganese(III)-mediated oxidative cyclization reactions, whose absolute stereostructure was unambiguously confirmed by X-ray crystallographic analysis.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-07-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of (+)-epicolidine C and the 6/6/6/5 tetracyclic core of spylidone\",\"authors\":\"\",\"doi\":\"10.1016/j.tetlet.2024.155181\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The first total synthesis of (+)-epicolidine C has been accomplished via a late-stage HfCl<sub>4</sub>-mediated epoxide opening from (+)-PF1052. The 6/6/6/5 tetracyclic core of spylidone has also been constructed from (+)-AB4015-B via late-stage iodine(I)- or manganese(III)-mediated oxidative cyclization reactions, whose absolute stereostructure was unambiguously confirmed by X-ray crystallographic analysis.</p></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2024-07-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403924002764\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403924002764","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
摘要
通过后期 HfCl4 介导的环氧化物开环,从 (+)-PF1052 首次完成了 (+)-epicolidine C 的全合成。此外,还通过后期碘(I)或锰(III)介导的氧化环化反应,从 (+)-AB4015-B 构建出了 6/6/6/5 四环的斯派利酮核心,其绝对立体结构通过 X 射线晶体学分析得到了明确证实。
Synthesis of (+)-epicolidine C and the 6/6/6/5 tetracyclic core of spylidone
The first total synthesis of (+)-epicolidine C has been accomplished via a late-stage HfCl4-mediated epoxide opening from (+)-PF1052. The 6/6/6/5 tetracyclic core of spylidone has also been constructed from (+)-AB4015-B via late-stage iodine(I)- or manganese(III)-mediated oxidative cyclization reactions, whose absolute stereostructure was unambiguously confirmed by X-ray crystallographic analysis.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.