Tetrahedron

Aluminum enolates via retroaldol reaction: catalytic tandem aldol-transfer—Tischtschenko reaction of aldehydes with aldol adducts of ketones to ketones

I Simpura, V Nevalainen

Index: Simpura, Ilkka; Nevalainen, Vesa Tetrahedron, 2003 , vol. 59, # 38 p. 7535 - 7546

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Citation Number: 27

Abstract

Bidentate aluminum chelates derived from biphenol, binaphthol and catechol were found to be efficient catalysts for aldol-transfer reactions of ketone to ketone aldol adducts with aliphatic or aromatic aldehydes giving rise to the formation of aldol adducts of ketones to the aldehydes. In the presence of an excess of an aliphatic aldehyde, a catalytic tandem aldol- transfer—Tischtschenko reaction is observed. The tandem reaction produces monoesters ...