• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过激子手性法快速确定环氧醇的绝对构型。

Prompt determination of absolute configuration for epoxy alcohols via exciton chirality protocol.

作者信息

Li Xiaoyong, Borhan Babak

机构信息

Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA.

出版信息

J Am Chem Soc. 2008 Dec 3;130(48):16126-7. doi: 10.1021/ja805058t.

DOI:10.1021/ja805058t
PMID:18998673
Abstract

A microscale protocol for determination of absolute configurations of 2,3-epoxy alcohols is described. 2,3-Disubstituted (cis and trans), 2,2-disubstituted, 2,2,3-trisubstituted, and 2,3,3-trisubstituted epoxy alcohols rendered prominent ECCD signals upon complexing with a Lewis acidic porphyrin tweezer and consequently provide straightforward assignment of chirality for epoxy alcohols. This method proved to be rapid, simple, sensitive, and reliable for the class of molecules listed above.

摘要

本文描述了一种用于测定2,3-环氧醇绝对构型的微观方法。2,3-二取代(顺式和反式)、2,2-二取代、2,2,3-三取代和2,3,3-三取代的环氧醇与路易斯酸性卟啉镊子络合后产生显著的电子圆二色(ECCD)信号,因此可直接确定环氧醇的手性。对于上述分子类别,该方法被证明是快速、简单、灵敏且可靠的。

相似文献

1
Prompt determination of absolute configuration for epoxy alcohols via exciton chirality protocol.通过激子手性法快速确定环氧醇的绝对构型。
J Am Chem Soc. 2008 Dec 3;130(48):16126-7. doi: 10.1021/ja805058t.
2
Trans-diaryl epoxides: asymmetric synthesis, ring-opening, and absolute configuration.反式二芳基环氧化合物:不对称合成、开环及绝对构型
Chirality. 2004 Mar;16(3):196-203. doi: 10.1002/chir.20005.
3
Fluorinated porphyrin tweezer: a powerful reporter of absolute configuration for erythro and threo diols, amino alcohols, and diamines.氟化卟啉镊子:用于赤藓醇和苏阿糖醇、氨基醇及二胺绝对构型的强效报告分子。
J Am Chem Soc. 2008 Feb 13;130(6):1885-93. doi: 10.1021/ja0752639. Epub 2008 Jan 23.
4
Absolute stereochemistry of allylic alcohols, amines, and other ene moieties: a microscale cross metathesis/exciton chirality protocol.烯丙醇、胺及其他烯部分的绝对立体化学:一种微量交叉复分解/激子手性方法。
J Am Chem Soc. 2003 Sep 10;125(36):10802-3. doi: 10.1021/ja036847n.
5
Zinc porphyrin tweezer in host-guest complexation: determination of absolute configurations of primary monoamines by circular dichroism.用于主客体络合的锌卟啉镊子:通过圆二色性测定伯单胺的绝对构型
Chemistry. 2000 Jan;6(2):216-24. doi: 10.1002/(SICI)1521-3765(20000117)6:2<216::AID-CHEM216>3.0.CO;2-1.
6
Concerning the efficient conversion of epoxy alcohols into epoxy ketones using dioxiranes.关于使用二氧杂环丙烷将环氧醇高效转化为环氧酮的研究。
J Org Chem. 2004 Nov 26;69(24):8510-3. doi: 10.1021/jo048816w.
7
[Chiroptical study of O-heterocyclic compounds, secondary mono-alcohols and primary monoamines].[O-杂环化合物、仲一元醇和伯一元胺的旋光研究]
Acta Pharm Hung. 2003;73(3):171-8.
8
Palladium-catalyzed stereospecific substitution of alpha,beta-unsaturated gamma,delta-epoxy esters by alcohols with double inversion of configuration: synthesis of 4-alkoxy-5-hydroxy-2-pentenoates.钯催化醇对α,β-不饱和γ,δ-环氧酯的立体定向取代反应:构型双重翻转合成4-烷氧基-5-羟基-2-戊烯酸酯
Angew Chem Int Ed Engl. 2008;47(4):750-4. doi: 10.1002/anie.200703889.
9
An exciton-coupled circular dichroism protocol for the determination of identity, chirality, and enantiomeric excess of chiral secondary alcohols.一种用于确定手性仲醇的手性、对映体过量和对映体纯度的激子耦合圆二色性协议。
J Am Chem Soc. 2012 Apr 25;134(16):7117-25. doi: 10.1021/ja301252h. Epub 2012 Apr 11.
10
Highly enantio- and diastereoselective one-pot synthesis of acyclic epoxy alcohols and allylic epoxy alcohols.无环环氧醇和烯丙基环氧醇的高对映选择性和非对映选择性一锅法合成。
J Am Chem Soc. 2005 Oct 26;127(42):14668-74. doi: 10.1021/ja051291k.

引用本文的文献

1
Fluorescence detected circular dichroism (FDCD) for supramolecular host-guest complexes.超分子主客体复合物的荧光检测圆二色性(FDCD)
Chem Sci. 2021 Jun 9;12(27):9420-9431. doi: 10.1039/d1sc01411k. eCollection 2021 Jul 14.
2
A chiroptical approach for the absolute stereochemical determination of -stereogenic centers.一种用于绝对立体化学测定 - 立体中心的旋光方法。
Chem Sci. 2020 Dec 7;12(5):1750-1755. doi: 10.1039/d0sc02940h.
3
Optical Activity and Helicity Enhancement of Highly Sensitive Dinaphthylmethane-Based Stereodynamic Probes for Secondary Alcohols.
用于仲醇的高灵敏度基于二萘基甲烷的立体动力学探针的旋光性和螺旋度增强
ACS Omega. 2019 Feb 14;4(2):3244-3256. doi: 10.1021/acsomega.8b03337. eCollection 2019 Feb 28.
4
Mild Epoxidation of Allylic Alcohols Catalyzed by Titanium(III) Complexes: Selectivity and Mechanism.钛(III)配合物催化的烯丙醇轻度环氧化反应:选择性与机理
ACS Omega. 2017 Jul 3;2(7):3083-3090. doi: 10.1021/acsomega.7b00386. eCollection 2017 Jul 31.
5
Determination of the Absolute Configuration of β-Chiral Primary Alcohols Using the Competing Enantioselective Conversion Method.利用竞争对映选择性转化方法测定β-手性伯醇的绝对构型。
Org Lett. 2017 Jun 2;19(11):2953-2956. doi: 10.1021/acs.orglett.7b01189. Epub 2017 May 16.
6
Determination of absolute configuration of secondary alcohols using thin-layer chromatography.利用薄层色谱法测定仲醇的绝对构型。
J Org Chem. 2013 May 3;78(9):4594-8. doi: 10.1021/jo400432q. Epub 2013 Apr 17.
7
Chiroptical switches: applications in sensing and catalysis.手性光学开关:在传感和催化中的应用。
Molecules. 2012 Jan 31;17(2):1247-77. doi: 10.3390/molecules17021247.
8
In situ assembly of octahedral Fe(II) complexes for the enantiomeric excess determination of chiral amines using circular dichroism spectroscopy.利用圆二色光谱法通过八面体 Fe(II) 配合物的原位组装测定手性胺的对映体过量。
J Am Chem Soc. 2012 Mar 7;134(9):4398-407. doi: 10.1021/ja211768v. Epub 2012 Feb 22.
9
Dynamic multi-component covalent assembly for the reversible binding of secondary alcohols and chirality sensing.动态多组分共价组装用于仲醇的可逆键合和手性传感。
Nat Chem. 2011 Nov 13;3(12):943-8. doi: 10.1038/nchem.1198.
10
Determination of absolute configuration using kinetic resolution catalysts.使用动力学拆分催化剂确定绝对构型。
Org Lett. 2011 Aug 19;13(16):4470-3. doi: 10.1021/ol201902y. Epub 2011 Jul 21.