{"title":"The stereochemistry of 2-alkoxy-4-methyl-1,3,2-dioxaphosphorinans","authors":"C. Bodkin, P. Simpson","doi":"10.1039/J29710001136","DOIUrl":null,"url":null,"abstract":"The stereochemistry of a series of 2-alkoxy-4-methyl-1,3,2-dioxaphosphorinans has been investigated by n.m.r. and dipole-moment studies. For a given alkoxy-group (MeO, EtO, or PriO), the more-stable member of the isomeric pair adopts a chair conformation, having the trans-configuration, with equatorial methyl and axial alkoxy-group. The less-stable isomers, having the cis-configuration, adopt rapidly flipping chair conformations. Configurational stability is solvent dependent.","PeriodicalId":17268,"journal":{"name":"Journal of The Chemical Society B: Physical Organic","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"7","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society B: Physical Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J29710001136","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 7
Abstract
The stereochemistry of a series of 2-alkoxy-4-methyl-1,3,2-dioxaphosphorinans has been investigated by n.m.r. and dipole-moment studies. For a given alkoxy-group (MeO, EtO, or PriO), the more-stable member of the isomeric pair adopts a chair conformation, having the trans-configuration, with equatorial methyl and axial alkoxy-group. The less-stable isomers, having the cis-configuration, adopt rapidly flipping chair conformations. Configurational stability is solvent dependent.
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