{"title":"麦麸毒素STU环的合成","authors":"Takahiro Harada , Hiroshi Yamaguchi , Keitaro Umeno , Yoko Yasuno , Hiroshi Tsuchikawa , Masayuki Satake , Tohru Oishi","doi":"10.1016/j.tetlet.2025.155799","DOIUrl":null,"url":null,"abstract":"<div><div>The STU ring of maitotoxin (MTX) was synthesized from a common intermediate of the QRS ring of MTX via β-borylation/oxidation of an enone, ring expansion of a six-membered ring ketone to a seven-membered one, and methylation of an <em>O</em>,<em>S</em>-acetal in 8 steps.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"171 ","pages":"Article 155799"},"PeriodicalIF":1.5000,"publicationDate":"2025-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of STU ring of maitotoxin\",\"authors\":\"Takahiro Harada , Hiroshi Yamaguchi , Keitaro Umeno , Yoko Yasuno , Hiroshi Tsuchikawa , Masayuki Satake , Tohru Oishi\",\"doi\":\"10.1016/j.tetlet.2025.155799\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The STU ring of maitotoxin (MTX) was synthesized from a common intermediate of the QRS ring of MTX via β-borylation/oxidation of an enone, ring expansion of a six-membered ring ketone to a seven-membered one, and methylation of an <em>O</em>,<em>S</em>-acetal in 8 steps.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"171 \",\"pages\":\"Article 155799\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-08-22\",\"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/S004040392500348X\",\"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/S004040392500348X","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
以maitotoxin (MTX) QRS环的共同中间体为原料,经β-硼化/氧化烯酮、六元环酮扩环为七元环酮、O, s -缩醛甲基化共8步合成了maitotoxin (MTX)的STU环。
The STU ring of maitotoxin (MTX) was synthesized from a common intermediate of the QRS ring of MTX via β-borylation/oxidation of an enone, ring expansion of a six-membered ring ketone to a seven-membered one, and methylation of an O,S-acetal in 8 steps.
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.