Fluoride ion catalyzed aldol reaction between enol silyl ethers and carbonyl compounds

…, I Kuwajima, J Sakata, K Yokoyama…

Index: Nakamura, Eiichi; Shimizu, Makoto; Kuwajima, Isao; Sakata, J.; Yokoyama, K.; Noyori, R. Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 932 - 945

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Citation Number: 154

Abstract

A new aldol reaction effected by the reaction of enol trimethylsilyl ethers and a quaternary ammonium fluoride is reported. Under the influence of a catalytic amount of ktrabutylammonium fluoride at low temperatures, enol silyl ethers react with various aldehydes to give the corresponding aldol trimethylsilyl ethers in fair to good yields. The silyl group of these products can be smoothly removed under mild conditions. Ketones, ...