{"title":"Remote asymmetric induction in reactions between 4- and 5-benzyloxypent-2-enyl(tributyl)stannanes and chiral imines prepared from butyl glyoxylate","authors":"D. Hallett, E. Thomas","doi":"10.1039/C39950000657","DOIUrl":null,"url":null,"abstract":"Transmetallation of 4- and 5-benzyloxypent-2-enyl(tributyl)stannanes 13 and 18 with tin(IV) chloride generates intermediate allyltin trichlorides which react with imines 9 and ent-9, prepared from butyl glyoxylate and either (R)- or (S)-1-phenylethylamine, with effective 1,5-asymmetric induction.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"1995-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"23","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society, Chemical Communications","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/C39950000657","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 23
Abstract
Transmetallation of 4- and 5-benzyloxypent-2-enyl(tributyl)stannanes 13 and 18 with tin(IV) chloride generates intermediate allyltin trichlorides which react with imines 9 and ent-9, prepared from butyl glyoxylate and either (R)- or (S)-1-phenylethylamine, with effective 1,5-asymmetric induction.