Acylation of Ketone Silyl Enol Ethers with Acetyl Tetrafluoroborate. A Synthesis of 1,3-Diketones

Article abstract of DOI:10.1021/jo00332a001

Silyl enol ethers, obtained by silylation of ketones, are acylated with acetyl tetrafluoroborate to give 1,3-diketones in reasonable yields.Thetert-butyldimethylsilyl enol ether of cyclohexanone gives a nearly quantitative yield of acetylcyclohexanone, while the trimethylsilyl enol ethers of cyclohexanone and other ketones give moderate yields of the corresponding 1,3-diketones.The regiospecificity of the reaction was studied with the isomeric silyl enol ethers of 2-methylcyclohexanone.