{"title":"2,7-二甲基-1,3,7-辛三烯过氢茚衍生物的便捷合成","authors":"S. Watanabe, K. Suga, H. Tsuruta, Toshiya Sato","doi":"10.1002/JBT.2570270209","DOIUrl":null,"url":null,"abstract":"Several perhydroindene derivatives were prepared from 2,7-dimethyl-1,3,7-octatriene (I) via Diels Alder reaction followed by cyclisation. For example, the Diels Alder reaction between I and methyl vinyl ketone (II) in the presence of Lewis acid afforded 4-acetyl-3-(3-methylbut-3-enyl)-1-methylcyclohexene (IIIa), which, upon treatment with phosphoric acid, was converted to a mixture of 2-acetyl-5,7,7-trimethyl-bicyclo [4,3,0]-non-1-(6)-ene (IV), 2-acetyl-5,7,7-trimethylbicyclo[4,3,0]-non-1-ene (VI) and 2-isopropyl-3,6-dimethylindene (V).","PeriodicalId":15255,"journal":{"name":"Journal of biochemical toxicology","volume":"26 1","pages":"423-427"},"PeriodicalIF":0.0000,"publicationDate":"1977-11-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Convenient synthesis of perhydroindene derivatives from 2,7-dimethyl-1,3,7-octatriene\",\"authors\":\"S. Watanabe, K. Suga, H. Tsuruta, Toshiya Sato\",\"doi\":\"10.1002/JBT.2570270209\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Several perhydroindene derivatives were prepared from 2,7-dimethyl-1,3,7-octatriene (I) via Diels Alder reaction followed by cyclisation. For example, the Diels Alder reaction between I and methyl vinyl ketone (II) in the presence of Lewis acid afforded 4-acetyl-3-(3-methylbut-3-enyl)-1-methylcyclohexene (IIIa), which, upon treatment with phosphoric acid, was converted to a mixture of 2-acetyl-5,7,7-trimethyl-bicyclo [4,3,0]-non-1-(6)-ene (IV), 2-acetyl-5,7,7-trimethylbicyclo[4,3,0]-non-1-ene (VI) and 2-isopropyl-3,6-dimethylindene (V).\",\"PeriodicalId\":15255,\"journal\":{\"name\":\"Journal of biochemical toxicology\",\"volume\":\"26 1\",\"pages\":\"423-427\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1977-11-29\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of biochemical toxicology\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1002/JBT.2570270209\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of biochemical toxicology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/JBT.2570270209","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Convenient synthesis of perhydroindene derivatives from 2,7-dimethyl-1,3,7-octatriene
Several perhydroindene derivatives were prepared from 2,7-dimethyl-1,3,7-octatriene (I) via Diels Alder reaction followed by cyclisation. For example, the Diels Alder reaction between I and methyl vinyl ketone (II) in the presence of Lewis acid afforded 4-acetyl-3-(3-methylbut-3-enyl)-1-methylcyclohexene (IIIa), which, upon treatment with phosphoric acid, was converted to a mixture of 2-acetyl-5,7,7-trimethyl-bicyclo [4,3,0]-non-1-(6)-ene (IV), 2-acetyl-5,7,7-trimethylbicyclo[4,3,0]-non-1-ene (VI) and 2-isopropyl-3,6-dimethylindene (V).