Jinbao Fan, Liyang Shi, Qing Wang, Yan Zeng, Wei Cao, Guangyao Zeng, Yingjun Zhou, Xu Deng
{"title":"RhI-Catalysed Cycloisomerization Reactions of 1,7-Enynes to Access Cage-like Tricyclo[3.2.2.06,8]nonenes","authors":"Jinbao Fan, Liyang Shi, Qing Wang, Yan Zeng, Wei Cao, Guangyao Zeng, Yingjun Zhou, Xu Deng","doi":"10.1055/a-2343-0881","DOIUrl":null,"url":null,"abstract":"Cage-like polycycles represent a class of structurally unique and biologically promising molecules. Whereas, efficient synthetic approaches are quite rare. This work disclosed the RhI-catalysed cycloisomerization reactions of 1,7-enynes containing a chelating group at the alkyne terminus, which afforded the unprecedented cage-like tricyclo[3.2.2.06,8]-nonenes via unprecedented 7-endo-dig cyclization. This work not only provides a straightforward approach to this novel cage-like tricycles, but also unveils the underexplored π-acidic reactivity of RhI catalyst with the assistance of secondary chelation.","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2024-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2343-0881","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Cage-like polycycles represent a class of structurally unique and biologically promising molecules. Whereas, efficient synthetic approaches are quite rare. This work disclosed the RhI-catalysed cycloisomerization reactions of 1,7-enynes containing a chelating group at the alkyne terminus, which afforded the unprecedented cage-like tricyclo[3.2.2.06,8]-nonenes via unprecedented 7-endo-dig cyclization. This work not only provides a straightforward approach to this novel cage-like tricycles, but also unveils the underexplored π-acidic reactivity of RhI catalyst with the assistance of secondary chelation.