New cross-aldol reactions. Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachloride

T Mukaiyama, K Banno, K Narasaka

文献索引：Mukaiyama,T. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 7503 - 7509

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被引用次数: 855

摘要

Abstract: It was found that silyl enol ethers, prepared from various carbonyl compounds, react with aldehydes and ketones in the presence of titanium tetrachloride under mild conditions to give cross-aldol addition products in good yields. A mono-methylol product, 4- hydroxy-3-phenyl-2-butanone, was prepared in good yield from 1-phenyl-2-trimethylsilyloxy- 1-propene and trioxane. Further, regiospecific addition of carbonyl compounds was ...