Regioselective directed lithiation of N -Boc-3-hydroxypyrrolidine. Synthesis of 2-substituted 4-hydroxypyrrolidines

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.
N - boc -3-羟基吡咯烷的区域选择性定向锂化。2-取代4-羟基吡咯烷的合成
N-Boc 3-羟基吡咯烷1在C5发生定向碳锂化,而不是像以前报道的那样在C2发生定向碳锂化;得到的稀释中间体6被一系列亲电试剂捕获,得到2-取代的4-羟基吡咯烷7。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
自引率
0.00%
发文量
0
审稿时长
2 months
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信