Chiron approach toward the synthesis of the fused tricyclic core of epi-parvistemonine A

IF 2.4 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY Carbohydrate Research Pub Date : 2024-10-17 DOI:10.1016/j.carres.2024.109290
Esmeralda Marín-Cruz , Ricardo Tovar-Miranda , Julio Romero-Ibáñez , José Alvano Pérez-Bautista , Alejandro Cordero-Vargas , Daniel Mendoza-Espinosa , Rosa L. Meza-León , Omar Cortezano-Arellano
{"title":"Chiron approach toward the synthesis of the fused tricyclic core of epi-parvistemonine A","authors":"Esmeralda Marín-Cruz ,&nbsp;Ricardo Tovar-Miranda ,&nbsp;Julio Romero-Ibáñez ,&nbsp;José Alvano Pérez-Bautista ,&nbsp;Alejandro Cordero-Vargas ,&nbsp;Daniel Mendoza-Espinosa ,&nbsp;Rosa L. Meza-León ,&nbsp;Omar Cortezano-Arellano","doi":"10.1016/j.carres.2024.109290","DOIUrl":null,"url":null,"abstract":"<div><div>A stereoselective synthesis of fused tricyclic framework of <em>epi</em>-parvistemonine A from D-glucono-δ-lactone is described. The synthetic strategic is based on the stereoselective construction of the 7-membered cyclic skeleton <em>via</em> a cross-metathesis reaction followed by a Michael type cyclization promoted by Tf<sub>2</sub>O.</div></div>","PeriodicalId":9415,"journal":{"name":"Carbohydrate Research","volume":"545 ","pages":"Article 109290"},"PeriodicalIF":2.4000,"publicationDate":"2024-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Carbohydrate Research","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0008621524002696","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0

Abstract

A stereoselective synthesis of fused tricyclic framework of epi-parvistemonine A from D-glucono-δ-lactone is described. The synthetic strategic is based on the stereoselective construction of the 7-membered cyclic skeleton via a cross-metathesis reaction followed by a Michael type cyclization promoted by Tf2O.

Abstract Image

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
用 Chiron 方法合成表右旋藤黄素 A 的融合三环核心。
本研究介绍了一种从 D-葡糖酸-δ-内酯立体选择性合成表右旋藤黄素 A 的融合三环框架的方法。合成策略是通过交叉甲基化反应立体选择性地构建 7 元环骨架,然后在 Tf2O 的促进下进行迈克尔式环化。
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 去求助
来源期刊
Carbohydrate Research
Carbohydrate Research 化学-生化与分子生物学
CiteScore
5.00
自引率
3.20%
发文量
183
审稿时长
3.6 weeks
期刊介绍: Carbohydrate Research publishes reports of original research in the following areas of carbohydrate science: action of enzymes, analytical chemistry, biochemistry (biosynthesis, degradation, structural and functional biochemistry, conformation, molecular recognition, enzyme mechanisms, carbohydrate-processing enzymes, including glycosidases and glycosyltransferases), chemical synthesis, isolation of natural products, physicochemical studies, reactions and their mechanisms, the study of structures and stereochemistry, and technological aspects. Papers on polysaccharides should have a "molecular" component; that is a paper on new or modified polysaccharides should include structural information and characterization in addition to the usual studies of rheological properties and the like. A paper on a new, naturally occurring polysaccharide should include structural information, defining monosaccharide components and linkage sequence. Papers devoted wholly or partly to X-ray crystallographic studies, or to computational aspects (molecular mechanics or molecular orbital calculations, simulations via molecular dynamics), will be considered if they meet certain criteria. For computational papers the requirements are that the methods used be specified in sufficient detail to permit replication of the results, and that the conclusions be shown to have relevance to experimental observations - the authors'' own data or data from the literature. Specific directions for the presentation of X-ray data are given below under Results and "discussion".
期刊最新文献
Structural characterization of a sulfated polysaccharide from Gracilariadomingensis and potential anti-inflammatory and antinociceptive effects. Editorial. Relationships between bacteria and the mucus layer. Enzyme-induced degradation of natural and artificial linear polyanions. The preparation and evaluation of granulated chitosan-catechin tablets with excellent disintegration properties.
×
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:481959085
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