Cyclic organophosphorus compounds. Part XIII. Stereospecific formation of 4-substituted 1,3,2-dioxaphosph(V)orinans from bicyclic phosphorus(III) esters
{"title":"Cyclic organophosphorus compounds. Part XIII. Stereospecific formation of 4-substituted 1,3,2-dioxaphosph(V)orinans from bicyclic phosphorus(III) esters","authors":"R. Edmundson, E. Mitchell","doi":"10.1039/J39710003179","DOIUrl":null,"url":null,"abstract":"2,7,8-Trioxa-1-phosphabicyclo[3,2,1]octane and its 4,4-dimethyl derivative have been prepared by transesterification. Both compounds undergo stereospecific ring opening when treated with benzyl or triphenylmethyl chlorides, methyl toluene-p-sulphonate, N-chloropiperidine, or N-chloromorpholine. Attempts to prepare 2,6,7-trioxa-1-phosphabicyclo[2,2,1]heptane have been unsuccessful.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"18 1","pages":"3179-3182"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710003179","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 4
Abstract
2,7,8-Trioxa-1-phosphabicyclo[3,2,1]octane and its 4,4-dimethyl derivative have been prepared by transesterification. Both compounds undergo stereospecific ring opening when treated with benzyl or triphenylmethyl chlorides, methyl toluene-p-sulphonate, N-chloropiperidine, or N-chloromorpholine. Attempts to prepare 2,6,7-trioxa-1-phosphabicyclo[2,2,1]heptane have been unsuccessful.
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