{"title":"Regio- and Stereoselective [3 + 2] cycloaddition of Isatogens with functionalized alkenes and its application to the synthesis of Halichrome A","authors":"Nanaka Ishihara , Ryu Fukuoka , Shinji Harada , Kenzo Yamatsugu , Shigeru Arai","doi":"10.1016/j.tetlet.2025.155626","DOIUrl":null,"url":null,"abstract":"<div><div>We investigated regio- and stereoselective [3 + 2] cycloaddition reactions of isatogens and found that various heteroatom-substituted C<img>C double bonds are applicable to provide the corresponding heterocycles with regio- and stereoselective manner. Synthetic application of the products towards various heterocycles and the total synthesis of halichrome A is accomplished.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"167 ","pages":"Article 155626"},"PeriodicalIF":1.5000,"publicationDate":"2025-04-26","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/S0040403925001753","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
We investigated regio- and stereoselective [3 + 2] cycloaddition reactions of isatogens and found that various heteroatom-substituted CC double bonds are applicable to provide the corresponding heterocycles with regio- and stereoselective manner. Synthetic application of the products towards various heterocycles and the total synthesis of halichrome A is accomplished.
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.