STEREOSELECTIVE AZA-HENRY REACTION OF CHIRAL tert-BUTANESULFINYL IMINES WITH METHYL OR ETHYL 4-NITROBUTANOATE : EASY ACCESS TO ENANTIOENRICHED 6-SUBSTITUTED PIPERIDINE-2,5-DIONES (Dedicated to Professor Isao Kuwajima on the occasion of his 77th birthday)
{"title":"STEREOSELECTIVE AZA-HENRY REACTION OF CHIRAL tert-BUTANESULFINYL IMINES WITH METHYL OR ETHYL 4-NITROBUTANOATE : EASY ACCESS TO ENANTIOENRICHED 6-SUBSTITUTED PIPERIDINE-2,5-DIONES (Dedicated to Professor Isao Kuwajima on the occasion of his 77th birthday)","authors":"M. J. García-Muñoz, F. Foubelo, M. Yus","doi":"10.1002/CHIN.201520177","DOIUrl":null,"url":null,"abstract":"Base-catalyzed addition of 4-nitrobutanoates to chiral aldimines (II) proceeds with high facial selectivity (84—96%) furnishing the β-nitroamine derivatives (III), which can be easily converted into enantioenriched 6-substituted piperidinediones (VI).","PeriodicalId":12850,"journal":{"name":"Heterocycles : an international journal for reviews and communications in heterocyclic chemistry","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2015-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Heterocycles : an international journal for reviews and communications in heterocyclic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/CHIN.201520177","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 1
Abstract
Base-catalyzed addition of 4-nitrobutanoates to chiral aldimines (II) proceeds with high facial selectivity (84—96%) furnishing the β-nitroamine derivatives (III), which can be easily converted into enantioenriched 6-substituted piperidinediones (VI).
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