European journal of organic chemistry

Phosphonate Modification for a Highly (Z)??Selective Synthesis of Unsaturated Esters by Horner–Wadsworth–Emmons Olefination

FP Touchard

文献索引：Touchard, Francois P. European Journal of Organic Chemistry, 2005 , # 9 p. 1790 - 1794

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被引用次数: 9

摘要

Abstract The Horner–Wadsworth–Emmons (HWE) reaction of various ethyl diarylphosphonoacetates with benzaldehyde, cyclohexane carboxaldehyde and octanal is reported. Selectivities of up to 98% at–78 C are obtained with the three substrates. Among all the phosphonates prepared, the reagent based on 2-tert-butylphenol proved to be especially efficient, with Z/E ratios close to 95: 5 at 0 C. It appears thus to be the reagent of ...