Selective synthesis of α, β-unsaturated ketones by dibutyltin dimethoxide-catalyzed condensation of aldehydes with alkenyl trichloroacetates

A Yanagisawa, R Goudu, T Arai

Index: Yanagisawa, Akira; Goudu, Riku; Arai, Takayoshi Organic Letters, 2004 , vol. 6, # 23 p. 4281 - 4283

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Citation Number: 38

Abstract

Various α, β-unsaturated ketones were stereoselectively synthesized in high yields up to 94% by a condensation reaction between alkenyl trichloroacetates and aldehydes using dibutyltin dimethoxide as a catalyst in the presence of methanol. This process is superior to the classical Claisen-Schmidt condensation with respect to mildness of the base catalyst and product selectivity.