Sunose Mihiro, T. Peakman, J. Charmant, T. Gallagher, S. Macdonald
{"title":"Regioselective directed lithiation of N -Boc-3-hydroxypyrrolidine. Synthesis of 2-substituted 4-hydroxypyrrolidines","authors":"Sunose Mihiro, T. Peakman, J. Charmant, T. Gallagher, S. Macdonald","doi":"10.1039/A804211J","DOIUrl":null,"url":null,"abstract":"N-Boc 3-hydroxypyrrolidine 1 undergoes directed C-lithiation at C5 and not, as previously reported, at C2; the resulting dilithiated intermediate 6 has been trapped by a range of electrophiles to give 2-substituted 4-hydroxypyrrolidines 7.","PeriodicalId":17282,"journal":{"name":"Journal of The Chemical Society, Chemical Communications","volume":"30 1","pages":"1723-1724"},"PeriodicalIF":0.0000,"publicationDate":"1998-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"11","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society, Chemical Communications","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/A804211J","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 11
Abstract
N-Boc 3-hydroxypyrrolidine 1 undergoes directed C-lithiation at C5 and not, as previously reported, at C2; the resulting dilithiated intermediate 6 has been trapped by a range of electrophiles to give 2-substituted 4-hydroxypyrrolidines 7.