{"title":"Diastereocontrolled synthesis of hydroxylated lactams","authors":"M. Andrews, A. Brewster, M. Moloney","doi":"10.1039/B108056N","DOIUrl":null,"url":null,"abstract":"Highly diastereoselective reductions and organometallic additions in bicyclic lactams have been observed, which appear to result either from a stereoelectronic interaction of the pyramidalised nitrogen lone pair or from steric interactions in the bicyclic system. These products can be readily deprotected to give hydroxylated lactams.","PeriodicalId":17267,"journal":{"name":"Journal of The Chemical Society-perkin Transactions 1","volume":"22 1","pages":"80-90"},"PeriodicalIF":0.0000,"publicationDate":"2002-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society-perkin Transactions 1","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/B108056N","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
Highly diastereoselective reductions and organometallic additions in bicyclic lactams have been observed, which appear to result either from a stereoelectronic interaction of the pyramidalised nitrogen lone pair or from steric interactions in the bicyclic system. These products can be readily deprotected to give hydroxylated lactams.
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