{"title":"低温光化学合成。第三部分。环己酮与乙烯直接合成双[4,2,0]辛烷-2-酮","authors":"D. C. Owsley, J. Bloomfield","doi":"10.1039/J39710003445","DOIUrl":null,"url":null,"abstract":"The photochemical [2 + 2] cycloadditions of ethylene to cyclohex-2-en-1-one and 3,5,5-trimethylcyclohex-2-en-1-one at –70° in dichloromethane produce the corresponding bicyclo[4,2,0]octan-2-one derivatives in 90 and 85% yields, respectively, in one step and in preparatively useful amounts. Under the same conditions, or in acetone as solvent at –70°, acetylene does not undergo a [2 + 2] cycloaddition with either ketone.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"8 1","pages":"3445-3447"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"8","resultStr":"{\"title\":\"Photochemical synthesis at low temperatures. Part III. Ready synthesis of bicyclo[4,2,0]octan-2-ones from cyclohexenones and ethylene\",\"authors\":\"D. C. Owsley, J. Bloomfield\",\"doi\":\"10.1039/J39710003445\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The photochemical [2 + 2] cycloadditions of ethylene to cyclohex-2-en-1-one and 3,5,5-trimethylcyclohex-2-en-1-one at –70° in dichloromethane produce the corresponding bicyclo[4,2,0]octan-2-one derivatives in 90 and 85% yields, respectively, in one step and in preparatively useful amounts. Under the same conditions, or in acetone as solvent at –70°, acetylene does not undergo a [2 + 2] cycloaddition with either ketone.\",\"PeriodicalId\":17245,\"journal\":{\"name\":\"Journal of The Chemical Society C: Organic\",\"volume\":\"8 1\",\"pages\":\"3445-3447\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1971-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"8\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of The Chemical Society C: Organic\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1039/J39710003445\",\"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 The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710003445","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Photochemical synthesis at low temperatures. Part III. Ready synthesis of bicyclo[4,2,0]octan-2-ones from cyclohexenones and ethylene
The photochemical [2 + 2] cycloadditions of ethylene to cyclohex-2-en-1-one and 3,5,5-trimethylcyclohex-2-en-1-one at –70° in dichloromethane produce the corresponding bicyclo[4,2,0]octan-2-one derivatives in 90 and 85% yields, respectively, in one step and in preparatively useful amounts. Under the same conditions, or in acetone as solvent at –70°, acetylene does not undergo a [2 + 2] cycloaddition with either ketone.
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