{"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}
引用次数: 0
Abstract
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.