{"title":"Rhenium-catalyzed reaction of α-alkyl substituted β-dicarbonyl compounds with organosilicon compounds","authors":"Yuya Matsuda , Shintaro Mori , Susumu Tsuda , Yutaka Nishiyama","doi":"10.1016/j.tetlet.2024.155390","DOIUrl":null,"url":null,"abstract":"<div><div>When α-alkyl substituted β-dicarbonyl compounds were reacted with allylsilanes in the presence of a rhenium catalyst, the allylation of the benzylic carbon center proceeded through the elimination of the β-dicarbonyl unit to form the corresponding alkenes in moderate to good yields. Regarding the reaction with hydrosilane, the reduction of these compounds also proceeded through the elimination of the β-dicarbonyl unit to give the corresponding alkanes.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"154 ","pages":"Article 155390"},"PeriodicalIF":1.5000,"publicationDate":"2024-11-29","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/S0040403924004854","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
When α-alkyl substituted β-dicarbonyl compounds were reacted with allylsilanes in the presence of a rhenium catalyst, the allylation of the benzylic carbon center proceeded through the elimination of the β-dicarbonyl unit to form the corresponding alkenes in moderate to good yields. Regarding the reaction with hydrosilane, the reduction of these compounds also proceeded through the elimination of the β-dicarbonyl unit to give the corresponding alkanes.
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.