通过酸性脱芳- zn /AcOH还原消除序列正式合成(±)-Lycoramine

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2025-03-25 DOI:10.1016/j.tetlet.2025.155535
Shan-Shan Chen, Xiao-Yang Bi, Bao-Yu Li, Jia-Jun Sui, Zhao-Nan Cai, Hong-Bo Qin
{"title":"通过酸性脱芳- zn /AcOH还原消除序列正式合成(±)-Lycoramine","authors":"Shan-Shan Chen,&nbsp;Xiao-Yang Bi,&nbsp;Bao-Yu Li,&nbsp;Jia-Jun Sui,&nbsp;Zhao-Nan Cai,&nbsp;Hong-Bo Qin","doi":"10.1016/j.tetlet.2025.155535","DOIUrl":null,"url":null,"abstract":"<div><div>Formal synthesis of (±)-lycoramine was described. The key reaction features a dearomatization-Zn/AcOH promoted reductive elimination sequence, followed by a chemoselective reduction of the double bond in enone yielding compound 1, a key intermediate in the total synthesis of (±)- lycoramine.</div><div>2024 Elsevier Ltd. All rights reserved.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"160 ","pages":"Article 155535"},"PeriodicalIF":1.5000,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Formal synthesis of (±)-Lycoramine via an acidic Dearomatization–Zn/AcOH reductive elimination sequence\",\"authors\":\"Shan-Shan Chen,&nbsp;Xiao-Yang Bi,&nbsp;Bao-Yu Li,&nbsp;Jia-Jun Sui,&nbsp;Zhao-Nan Cai,&nbsp;Hong-Bo Qin\",\"doi\":\"10.1016/j.tetlet.2025.155535\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Formal synthesis of (±)-lycoramine was described. The key reaction features a dearomatization-Zn/AcOH promoted reductive elimination sequence, followed by a chemoselective reduction of the double bond in enone yielding compound 1, a key intermediate in the total synthesis of (±)- lycoramine.</div><div>2024 Elsevier Ltd. All rights reserved.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"160 \",\"pages\":\"Article 155535\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-03-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S004040392500084X\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392500084X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

描述了(±)-石蒜碱的形式化合成。该关键反应的特点是:zn /AcOH促进了去芳化的还原消除序列,随后是烯酮生成化合物1的双键的化学选择性还原,这是(±)-石蒜碱总合成的关键中间体爱思唯尔有限公司版权所有。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Formal synthesis of (±)-Lycoramine via an acidic Dearomatization–Zn/AcOH reductive elimination sequence
Formal synthesis of (±)-lycoramine was described. The key reaction features a dearomatization-Zn/AcOH promoted reductive elimination sequence, followed by a chemoselective reduction of the double bond in enone yielding compound 1, a key intermediate in the total synthesis of (±)- lycoramine.
2024 Elsevier Ltd. All rights reserved.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
期刊最新文献
Chemoselective and enantioselective fluorescent recognition of lysine by a BINOL-pyridine-based chiral dialdehyde Synthesis and chemical properties of electron-deficient porphyrin cofactors with trifluoromethyl groups Photochemical trifluoromethylation of alkenes with trifluoromethylsulfonyl-pyridinium salt accompanied by SO₂ insertion: Synthesis of trifluoromethylated 4H-benzo[e][1,2,4]thiadiazine 1,1-dioxides NaN(SiMe3)2 promoted synthesis of β-ketonitriles with N-acylpiperidin-2-one and their cytotoxic activity on U87MG cells The structure-property correlation in homocoupling reaction; a case study by clamshell and planar palladium complexes
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1