Selective O-Acylation of Enol Silyl Ethers with Acyl Fluorides Catalyzed by Fluoride Ions Derived from Potassium Fluoride and 18-Crown-6

Norio Sakai; Kota Watanabe; Haruka Mori; Yuki Maegawa; Ryuki Takeuchi; Yohei Ogiwara; Kento Ishida

doi:10.1002/open.202300300

Selective O-Acylation of Enol Silyl Ethers with Acyl Fluorides Catalyzed by Fluoride Ions Derived from Potassium Fluoride and 18-Crown-6

ChemistryOpen. 2024 Jan 29:e202300300. doi: 10.1002/open.202300300. Online ahead of print.

Authors

Norio Sakai¹, Kota Watanabe¹, Haruka Mori¹, Yuki Maegawa¹, Ryuki Takeuchi¹, Yohei Ogiwara¹, Kento Ishida¹

Affiliation

¹ Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba, 278-8510, Japan.

PMID: 38286634
DOI: 10.1002/open.202300300

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 with acyl fluorides to afford useful and valuable enol esters.

Keywords: Acyl fluoride; Enol silyl ether; Fluoride ion; O-Acylation; Vinyl ester.

Abstract

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