{"title":"LiTMP-LiBr complex-induced lateral lithiation and cross ester condensation: direct access to isocoumarins from 2-methoxy o-toluate esters†","authors":"Mintu Rehman , Sajib Daimary , Rasajna Madhusudhana , Rajendar Goreti","doi":"10.1039/d4qo01678e","DOIUrl":null,"url":null,"abstract":"<div><div>A LiTMP-LiBr complex facilitates a novel cross-ester coupling of 2-methoxy <em>o</em>-toluate esters to directly yield isocoumarin without the formation of any carbonyl intermediate. Aggregation plays a pivotal role in driving proximity-induced lateral lithiation and expediting acylation. In addition to many natural product precursors, the synthesis of (+)- and (−)-lunatinins is shown.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 1","pages":"Pages 173-178"},"PeriodicalIF":0.0000,"publicationDate":"2024-10-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924007617","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/18 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A LiTMP-LiBr complex facilitates a novel cross-ester coupling of 2-methoxy o-toluate esters to directly yield isocoumarin without the formation of any carbonyl intermediate. Aggregation plays a pivotal role in driving proximity-induced lateral lithiation and expediting acylation. In addition to many natural product precursors, the synthesis of (+)- and (−)-lunatinins is shown.
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