• 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

相似文献

1
Transient Formation of Hemiketals from Pentafluoro--diols in the Presence of Alcohols.在醇存在的情况下,五氟二醇形成半缩酮的瞬态过程。
J Fluor Chem. 2023 Aug;270. doi: 10.1016/j.jfluchem.2023.110162. Epub 2023 Jul 11.
2
Optimized Synthesis of a Pentafluoro--diol and Conversion to a -Glucopyranose through Trifluoroacetate-Release and Halogenation.五氟二醇的优化合成及通过三氟乙酸酯释放和卤化转化为α-吡喃葡萄糖。
Tetrahedron Lett. 2016 Apr 27;57(17):1906-1908. doi: 10.1016/j.tetlet.2016.03.064. Epub 2016 Mar 19.
3
Synthesis of α,α-Difluoro-β-amino Ketones from -Boc-α-Amidosulfones and Pentafluoro--diols.由-Boc-α-氨基砜和五氟二醇合成α,α-二氟-β-氨基酮
J Org Chem. 2024 May 3;89(9):6506-6512. doi: 10.1021/acs.joc.3c02181. Epub 2024 Apr 12.
4
Alpha-helix formation in melittin and beta-lactoglobulin A induced by fluorinated dialcohols.氟化二元醇诱导蜂毒肽和β-乳球蛋白A形成α-螺旋结构
J Phys Chem B. 2006 Jun 8;110(22):10903-9. doi: 10.1021/jp056124l.
5
Desymmetrization of gem-diols via water-assisted organocatalytic enantio- and diastereoselective cycloetherification.通过水辅助的有机催化对映选择性和非对映选择性环醚化反应实现偕二二醇的去对称化。
Chem Commun (Camb). 2020 Oct 21;56(82):12335-12338. doi: 10.1039/d0cc05509c. Epub 2020 Sep 8.
6
Studies on the Origin of the Stabilizing Effects of Fluorinated Alcohols and Weakly Coordinated Fluorine-Containing Anions on Cationic Reaction Intermediates.氟化醇和弱配位含氟阴离子对阳离子反应中间体稳定作用的起源研究。
J Org Chem. 2022 Feb 4;87(3):1814-1829. doi: 10.1021/acs.joc.1c02361. Epub 2022 Jan 12.
7
Simple chiral derivatization protocols for 1H NMR and 19F NMR spectroscopic analysis of the enantiopurity of chiral diols.用于手性二醇对映体纯度的¹H NMR和¹⁹F NMR光谱分析的简单手性衍生化方案。
J Org Chem. 2009 Jan 2;74(1):427-30. doi: 10.1021/jo8019187.
8
An efficient and general route to gem-difluoromethylenated alpha,beta-unsaturated delta-lactones: high enantioselective synthesis of gem-difluoromethylenated goniothalamins.一种高效通用的偕二氟亚甲基化α,β-不饱和δ-内酯的合成路线:偕二氟亚甲基化戈尼他明的高对映选择性合成。
J Org Chem. 2006 Sep 15;71(19):7261-7. doi: 10.1021/jo061012r.
9
New Strategy for the Synthesis of Some Valuable Chiral 1,3-Diols with High Enantiomeric Purity: New Organocatalyst, Asymmetric Aldol Reaction, and Reduction.合成一些具有高对映体纯度的有价值手性1,3 - 二醇的新策略:新型有机催化剂、不对称羟醛反应和还原反应。
ACS Omega. 2024 Mar 8;9(11):12657-12664. doi: 10.1021/acsomega.3c07948. eCollection 2024 Mar 19.
10
1H NMR spectra of alkane-1,3-diols in benzene: GIAO/DFT shift calculations.烷-1,3-二醇在苯中的 1H NMR 谱:GIAO/DFT 位移计算。
Magn Reson Chem. 2013 Aug;51(8):469-81. doi: 10.1002/mrc.3973. Epub 2013 Jun 20.

引用本文的文献

1
Stability studies of β-Amino- and β-Hydroxy difluoromethyl ketones in rat serum and rat liver microsomes.β-氨基-和β-羟基二氟甲基酮在大鼠血清和肝微粒体中的稳定性研究。
Bioorg Med Chem Lett. 2024 Nov 15;113:129964. doi: 10.1016/j.bmcl.2024.129964. Epub 2024 Sep 14.

本文引用的文献

1
Dynamic kinetic resolution of transient hemiketals: a strategy for the desymmetrisation of prochiral oxetanols.瞬态半缩酮的动态动力学拆分:一种前手性氧杂环丁醇去对称化的策略。
Chem Sci. 2022 May 4;13(21):6297-6302. doi: 10.1039/d2sc01547a. eCollection 2022 Jun 1.
2
Generation of formaldehyde and formaldehyde-d for hydroxymethylations and hydroxydeuteromethylations of difluoroenolates and difluorobenzyl carbanions.生成甲醛和甲醛-d 用于二氟烯醇盐和二氟苄基碳负离子的羟甲基化和氘代羟甲基化。
Chem Commun (Camb). 2022 May 3;58(36):5490-5493. doi: 10.1039/d2cc01518h.
3
Synthesis of Difluorinated Halohydrins by the Chemoselective Addition of Difluoroenolates to α-Haloketones.二氟卤代醇的合成通过二氟烯醇盐对α-卤代酮的选择性加成反应。
Org Lett. 2021 Jul 2;23(13):5098-5101. doi: 10.1021/acs.orglett.1c01636. Epub 2021 Jun 14.
4
Modulation of the H-Bond Basicity of Functional Groups by α-Fluorine-Containing Functions and its Implications for Lipophilicity and Bioisosterism.通过含氟官能团调节功能基团的氢键碱性及其对亲脂性和生物等排性的影响。
J Med Chem. 2021 Apr 22;64(8):4516-4531. doi: 10.1021/acs.jmedchem.0c01868. Epub 2021 Apr 12.
5
Fluorinated carboxylic acids as powerful building blocks for the formation of bimolecular monolayers.全氟羧酸作为构建双分子单分子层的有力基石。
Chem Commun (Camb). 2020 Jan 4;56(1):125-128. doi: 10.1039/c9cc08361h. Epub 2019 Dec 3.
6
Inhibition of hedgehog signaling by stereochemically defined des-triazole itraconazole analogues.立体化学定义的去三唑伊曲康唑类似物抑制 Hedgehog 信号通路。
Bioorg Med Chem Lett. 2020 Jan 15;30(2):126794. doi: 10.1016/j.bmcl.2019.126794. Epub 2019 Nov 9.
7
Controlling the Cleavage of Carbon-Carbon Bonds To Generate α,α-Difluorobenzyl Carbanions for the Construction of Difluoromethylbenzenes.控制碳-碳键的断裂,生成α,α-二氟苄基碳负离子,用于构建二氟甲基苯。
J Org Chem. 2019 Sep 20;84(18):11665-11675. doi: 10.1021/acs.joc.9b01595. Epub 2019 Sep 6.
8
Organocatalytic Enantio- and Diastereoselective Construction of syn-1,3-Diol Motifs via Dynamic Kinetic Resolution of In Situ Generated Chiral Cyanohydrins.通过原位生成的手性氰醇的动态动力学拆分实现顺式-1,3-二醇基序的有机催化对映选择性和非对映选择性构建。
Org Lett. 2019 Apr 19;21(8):2688-2692. doi: 10.1021/acs.orglett.9b00677. Epub 2019 Apr 3.
9
Inhibitor Bound Dengue NS2B-NS3pro Reveals Multiple Dynamic Binding Modes.抑制剂结合的登革热NS2B-NS3蛋白酶揭示多种动态结合模式。
Biochemistry. 2018 Mar 13;57(10):1591-1602. doi: 10.1021/acs.biochem.7b01127. Epub 2018 Feb 21.
10
Magnesium-Promoted Additions of Difluoroenolates to Unactivated Imines.镁促进的二氟烯醇盐对未活化亚胺的加成反应。
J Org Chem. 2018 Mar 16;83(6):3109-3118. doi: 10.1021/acs.joc.7b03014. Epub 2018 Feb 27.

在醇存在的情况下,五氟二醇形成半缩酮的瞬态过程。

Transient Formation of Hemiketals from Pentafluoro--diols in the Presence of Alcohols.

作者信息

Islam Baharul, Colby David A

机构信息

Department of BioMolecular Sciences, University of Mississippi, University, Mississippi, U.S.A.

出版信息

J Fluor Chem. 2023 Aug;270. doi: 10.1016/j.jfluchem.2023.110162. Epub 2023 Jul 11.

DOI:10.1016/j.jfluchem.2023.110162
PMID:37546180
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10399912/
Abstract

Pentafluoro--diols have emerged as a source of reactive intermediates for synthesizing fluorinated molecules. When pentafluoro--diols were exposed to alcohols as solvents, the formation of transient hemiketals was detected by 19F NMR. The conversion rates to hemiketals were found to be higher with primary alcohols than with secondary or fluorinated alcohols. These findings provide valuable insight for developing novel techniques to construct intricate fluorinated structures using pentafluoro--diols.

摘要

五氟二醇已成为合成含氟分子的反应中间体来源。当五氟二醇暴露于作为溶剂的醇类中时,通过19F NMR检测到瞬态半缩酮的形成。发现伯醇形成半缩酮的转化率高于仲醇或氟化醇。这些发现为开发利用五氟二醇构建复杂含氟结构的新技术提供了有价值的见解。