Regio-and diastereoselective preparation of aldols from. alpha.-branched ketone enolates generated from BHT ester enolates and organolithium reagents. In situ …

R Häner, T Laube, D Seebach

Index: Haener,R.; Laube,T.; Seebach,D. Journal of the American Chemical Society, 1985 , vol. 107, p. 5396

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Citation Number: 74

Abstract

Abstract: The thermally induced cleavage of the lithium enolates derived from &-branched 2, 6-di-tert-butyl-4-methylphenyl (BHT) alkanoates and 3-to 6-membered ring carboxylates to ketenes and LiO-BHT in the presence of alkyllithium compounds, benzyllithium or phenyllithium, allows the generation of thermodynamically unstable tetrasubstituted ketone enolates. These enolates give, under the conditions chosen (no amide bases, dilute ...