{"title":"Total synthesis of (±)-halichonine B†","authors":"Fumihiko Yoshimura , Masaya Uchida , Kaori Aratame , Hitoshi Ouchi , Makoto Inai , Mitsuru Kondo , Ryo Takita , Toshiyuki Kan","doi":"10.1039/d5ob00145e","DOIUrl":null,"url":null,"abstract":"<div><div>The stereocontrolled total synthesis of (±)-halichonine B was achieved in 18 steps for the longest linear sequence. This synthesis features the stereoselective construction of a <em>trans</em>-fused dehydrodecalin framework containing three consecutive stereocenters through sequential intramolecular conjugate additions. Additionally, the strategic use of nitrobenzenesulfonamides enabled the efficient installation of a branched diamine moiety.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 13","pages":"Pages 3076-3080"},"PeriodicalIF":2.7000,"publicationDate":"2025-02-26","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/S1477052025001466","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The stereocontrolled total synthesis of (±)-halichonine B was achieved in 18 steps for the longest linear sequence. This synthesis features the stereoselective construction of a trans-fused dehydrodecalin framework containing three consecutive stereocenters through sequential intramolecular conjugate additions. Additionally, the strategic use of nitrobenzenesulfonamides enabled the efficient installation of a branched diamine moiety.
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.
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