Selective O‐Acylation of Enol Silyl Ethers with Acyl Fluorides Catalyzed by Fluoride Ions Derived from Potassium Fluoride and 18‐Crown‐6
Abstract The fluoride ion‐catalyzed selective O‐acylation of enol silyl ethers with acyl fluorides using KF and 18‐Crown‐6 is described herein. This catalytic system facilitated the practical and facile reaction of a variety of enol silyl ethers derived from aromatic/aliphatic ketones and aldehydes...
| Published in: | ChemistryOpen |
|---|---|
| Main Authors: | Prof. Dr. Norio Sakai, Kota Watanabe, Haruka Mori, Yuki Maegawa, Ryuki Takeuchi, Dr. Yohei Ogiwara, Dr. Kento Ishida |
| Format: | Article |
| Language: | English |
| Published: |
Wiley-VCH
2024-07-01
|
| Subjects: | |
| Online Access: | https://doi.org/10.1002/open.202300300 |
Similar Items
Direct synthesis of acyl fluorides from carboxylic acids using benzothiazolium reagents
by: Lilian M. Maas, et al.
Published: (2024-04-01)
by: Lilian M. Maas, et al.
Published: (2024-04-01)
Palladium‐Catalyzed Gem‐Diborylalkylation of Silyl Enol Ethers and N‐Vinylacetamide via Diboryl Carbon‐Centered Radicals
by: Xiao‐Yu Xie, et al.
Published: (2025-10-01)
by: Xiao‐Yu Xie, et al.
Published: (2025-10-01)
The photoinduced electron transfer (PET) reactions of silyl ethers and their application
by: Guizhou Yue, et al.
Published: (2024-03-01)
by: Guizhou Yue, et al.
Published: (2024-03-01)
Thiofunctionalization of Silyl Enol Ether: An Efficient Approach for the Synthesis of <i>β</i>-Keto Sulfides
by: Xinyao Zhao, et al.
Published: (2025-10-01)
by: Xinyao Zhao, et al.
Published: (2025-10-01)
Synthesis and Properties of Novel Reactive Dyes Comprising Acyl Fluoride Group on Cotton Fabrics
by: Canxing Zhao, et al.
Published: (2022-06-01)
by: Canxing Zhao, et al.
Published: (2022-06-01)
Trimethylcyanosilane as a Convenient Reagent for the Preparation of Trimethylsilyl Enol Ethers of 1,3-Diketones
by: Jin-Cong Zhuo
Published: (1999-10-01)
by: Jin-Cong Zhuo
Published: (1999-10-01)
Boron Trifluoride Etherate Promoted Regioselective 3-Acylation of Indoles with Anhydrides
by: Yunyun Zheng, et al.
Published: (2022-11-01)
by: Yunyun Zheng, et al.
Published: (2022-11-01)
Visible-light induced transition-metal and photosensitizer-free conversion of aldehydes to acyl fluorides under mild conditions
by: Yatao Lang, et al.
Published: (2022-11-01)
by: Yatao Lang, et al.
Published: (2022-11-01)
Ruthenium-Catalyzed Dehydrogenative Intermolecular O-H/Si-H/C-H Silylation: Synthesis of (<i>E</i>)-Alkenyl Silyl-Ether and Silyl-Ether Heterocycle
by: Ziwei Huang, et al.
Published: (2023-10-01)
by: Ziwei Huang, et al.
Published: (2023-10-01)
Acyl-1,4-Dihydropyridines: Universal Acylation Reagents for Organic Synthesis
by: Karthikeyan Manoharan, et al.
Published: (2024-08-01)
by: Karthikeyan Manoharan, et al.
Published: (2024-08-01)
Cobalt-catalyzed synthesis of silyl ethers via cross-dehydrogenative coupling between alcohols and hydrosilanes
by: Ewelina Szafoni, et al.
Published: (2022-07-01)
by: Ewelina Szafoni, et al.
Published: (2022-07-01)
Enzymatically acylated naringin with gut modulation potential
by: Elisa Gutiérrez-Navarro, et al.
Published: (2024-03-01)
by: Elisa Gutiérrez-Navarro, et al.
Published: (2024-03-01)
A broad inhibitor of acyl-acyl carrier protein synthetases
by: Magdalena Todorinova, et al.
Published: (2023-09-01)
by: Magdalena Todorinova, et al.
Published: (2023-09-01)
Fluorıde Applıcatıons
by: Firdevs Tulga
Published: (1998-04-01)
by: Firdevs Tulga
Published: (1998-04-01)
In Vitro Comparison of the Fluoride Ion Release from the First- and Second-Generation Fluoride Varnishes
by: Dagmara Piesiak-Panczyszyn, et al.
Published: (2023-06-01)
by: Dagmara Piesiak-Panczyszyn, et al.
Published: (2023-06-01)
Fluoride release from three glass ionomers after exposure to sodium fluoride and acidulated phosphate fluoride gels
by: Masoud Fallahinejad Ghajari, et al.
Published: (2014-01-01)
by: Masoud Fallahinejad Ghajari, et al.
Published: (2014-01-01)
Effect of low-concentration daily topical fluoride application on fluoride release of giomer and compomer: An in vitro study
by: K S Dhull, et al.
Published: (2011-01-01)
by: K S Dhull, et al.
Published: (2011-01-01)
Stability of Silver and Fluoride Contents in Silver Diamine Fluoride Solutions
by: Iliana Gehui Yan, et al.
Published: (2023-12-01)
by: Iliana Gehui Yan, et al.
Published: (2023-12-01)
Preparation of adamantylidene enol ethers by Wittig-Horner reaction
by: Xinxin Huang, et al.
Published: (2021-01-01)
by: Xinxin Huang, et al.
Published: (2021-01-01)
Is water fluoridation correlated with hypothyroidism?
by: Piotr Michał Jarosz, et al.
Published: (2022-05-01)
by: Piotr Michał Jarosz, et al.
Published: (2022-05-01)
Acyl–Acyl Carrier Protein Desaturases and Plant Biotic Interactions
by: Sami Kazaz, et al.
Published: (2021-03-01)
by: Sami Kazaz, et al.
Published: (2021-03-01)
Comparative evaluation of fluoride release from PRG-composites and compomer on application of topical fluoride: <i> An in-vitro </i> study
by: Dhull K, et al.
Published: (2009-03-01)
by: Dhull K, et al.
Published: (2009-03-01)
Comparison of salivary fluoride levels following use of dentifrices containing different concentrations of fluoride
by: Nagpal D, et al.
Published: (2007-03-01)
by: Nagpal D, et al.
Published: (2007-03-01)
Fluoride Release from Two Commercially Available Dental Fluoride Gels—In Vitro Study
by: Paweł J. Piszko, et al.
Published: (2025-02-01)
by: Paweł J. Piszko, et al.
Published: (2025-02-01)
Maleimide scavenging enhances determination of protein S-palmitoylation state in acyl-exchange methods
by: Charlotte H. Hurst, et al.
Published: (2017-02-01)
by: Charlotte H. Hurst, et al.
Published: (2017-02-01)
Synthesis of Cyclic <i>N</i>-Acyl Amidines by [3 + 2] Cycloaddition of <i>N</i>-Silyl Enamines and Activated Acyl Azides
by: Dong Geun Jo, et al.
Published: (2022-03-01)
by: Dong Geun Jo, et al.
Published: (2022-03-01)
Sodium Fluoride Varnish versus Silver Diamine Fluoride Effectiveness to Stop Dental Decay in Primary Molars
by: Lubna Abdulelah Abdulrahman Almallah, et al.
Published: (2025-10-01)
by: Lubna Abdulelah Abdulrahman Almallah, et al.
Published: (2025-10-01)
SIRT6 regulates Ras-related protein R-Ras2 by lysine defatty-acylation
by: Xiaoyu Zhang, et al.
Published: (2017-04-01)
by: Xiaoyu Zhang, et al.
Published: (2017-04-01)
Facts and Fallacies of the Fluoride Controversy: A Contemporary Perspective
by: Lakshman Samaranayake, et al.
Published: (2025-08-01)
by: Lakshman Samaranayake, et al.
Published: (2025-08-01)
Compartmentalised acyl-CoA metabolism and roles in chromatin regulation
by: Sophie Trefely, et al.
Published: (2020-08-01)
by: Sophie Trefely, et al.
Published: (2020-08-01)
Fluoride Exposure and the Effect of Tobacco Smoking on Urinary Fluoride Levels in Primary Aluminum Workers
by: Marián Schwarz, et al.
Published: (2020-12-01)
by: Marián Schwarz, et al.
Published: (2020-12-01)
Composition of Anthocyanins in Colored Grains and the Relationship of Their Non-Acylated and Acylated Derivatives
by: Sladjana Zilic, et al.
Published: (2019-03-01)
by: Sladjana Zilic, et al.
Published: (2019-03-01)
Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
by: Denisa Tarabová, et al.
Published: (2014-04-01)
by: Denisa Tarabová, et al.
Published: (2014-04-01)
Potential fluoride toxicity from oral medicaments: A review
by: Rizwan Ullah, et al.
Published: (2017-08-01)
by: Rizwan Ullah, et al.
Published: (2017-08-01)
Pyridine catalyzed acylation of electrospun chitosan membranes by C6-C12 acyl chlorides: Effect of reaction time and chain length
by: Rabeta Yeasmin, et al.
Published: (2024-06-01)
by: Rabeta Yeasmin, et al.
Published: (2024-06-01)
Improvement of plant resistance to geminiviruses via protein de-S-acylation
by: Yawen Zhao, et al.
Published: (2024-04-01)
by: Yawen Zhao, et al.
Published: (2024-04-01)
An in vitro study of fluoride-preloaded halloysite nanotubes to enhance the fluoride release in conventional and resin-modified glass ionomer cements
by: Martha Esperanza García-Moreno, et al.
Published: (2024-11-01)
by: Martha Esperanza García-Moreno, et al.
Published: (2024-11-01)
Can exposure to acidic beverages following the application of fluoride varnish cause changes in the amount of fluoride release? an in vitro study
by: Bhaswati Chakraborty, et al.
Published: (2017-01-01)
by: Bhaswati Chakraborty, et al.
Published: (2017-01-01)
Acyl Hydrazides and Acyl Hydrazones as High-Performance Chemical Exchange Saturation Transfer MRI Contrast Agents
by: Shaowei Bo, et al.
Published: (2023-04-01)
by: Shaowei Bo, et al.
Published: (2023-04-01)
Fluoride Metabolism in Pregnant Women: A Narrative Review of the Literature
by: Gina A. Castiblanco-Rubio, et al.
Published: (2022-04-01)
by: Gina A. Castiblanco-Rubio, et al.
Published: (2022-04-01)
Similar Items
-
Direct synthesis of acyl fluorides from carboxylic acids using benzothiazolium reagents
by: Lilian M. Maas, et al.
Published: (2024-04-01) -
Palladium‐Catalyzed Gem‐Diborylalkylation of Silyl Enol Ethers and N‐Vinylacetamide via Diboryl Carbon‐Centered Radicals
by: Xiao‐Yu Xie, et al.
Published: (2025-10-01) -
The photoinduced electron transfer (PET) reactions of silyl ethers and their application
by: Guizhou Yue, et al.
Published: (2024-03-01) -
Thiofunctionalization of Silyl Enol Ether: An Efficient Approach for the Synthesis of <i>β</i>-Keto Sulfides
by: Xinyao Zhao, et al.
Published: (2025-10-01) -
Synthesis and Properties of Novel Reactive Dyes Comprising Acyl Fluoride Group on Cotton Fabrics
by: Canxing Zhao, et al.
Published: (2022-06-01)
