Synlett

Prenylation reaction performed with catalytically generated potassium prenal dienolate

D Cahard, L Duhamel, S Lecomte, JM Poirier

Index: Cahard, Dominique; Duhamel, Lucette; Lecomte, Sandrine; Poirier, Jean-Marie Synlett, 1998 , # 12 p. 1399 - 1401

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Citation Number: 6

Abstract

Continuing our interest in the application of alkali enolates in synthetic organic chemistry, we developed a new methodology providing an easy access to potassium enolates.1 The regioselectivity, γ-1,2- versus γ-1,4- addition, in the addition of potassium prenal dienolate to α,β- unsaturated aldehydes was investigated,2 and was found to be highly selective for a γ-1,2-addition. However, in some cases, the γ-1,4- addition product cannot be avoided.2 ...