The michael reaction of silyl enol ethers with. ALPHA.,. BETA.-unsaturated ketones and acetals in the presence of titanium tetraalkoxide and titanium tetrachloride.

K Narasaka, K Soai, Y Aikawa…

Index: Narasaka,K. et al. Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 779 - 783

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Citation Number: 168

Abstract

Silyl enol ethers react with α, β-unsaturated ketones and esters in the presence of TiCl 4 or in the coexistence of TiCl 4 and Ti (O i-Pr) 4 to give 1, 5-dicarbonyl compounds in good yields. The reactions of acetals derived from α, β-unsaturated ketones with silyl enol ethers in the coexistence of TiCl 4 and Ti (O i-Pr) 4, followed by successive addition of 1, 2- ethanedithiol, give the Michael products, δ-keto ethylene thioacetal, in good yields. The ...