Selective O-acylation of silyl enol ethers with acid halides mediated by a copper(I) salt

✍ Scribed by Hajime Ito; Tomoko Ishizuka; Jun-ichi Tateiwa; Akira Hosomi

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 190 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)01334-3

✦ Synopsis

A new selective synthetic method of enol esters (O-acylated products) from silyl enol ether and acid chloride in the presence of CuC1 is described. This reaction proceeds smoothly in DMI (1,3-dimethyl-2-imidazolidinone) but not in a less polar solvent. The silicon-copper exchange reaction pathway is proposed for this transformation as in the cases of hydrosilane and alkynylsilane which were previously reported.