A convenient method for the preparation of (Z)-α, β-unsaturated carbonyl compounds

…, RJ Herr, SK Pack, JM Geremia

Index: Taber, Douglass F.; Herr, R. Jason; Pack, Shawn K.; Geremia, John M. Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2908 - 2910

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Citation Number: 104

Abstract

(Z)-R, β-Unsaturated carbonyl compounds 2 are important building blocks in organic synthesis. 2 Several procedures have been developed for the general synthesis of these compounds, 3 a few of which are known to exhibit substantial (Z)-selectivity (> 90%). 4 Ganem has shown that R-diazo esters 1 undergo β-hydride elimination with rhodium (II) acetate to produce (Z)-enoates 2, 5 but only in cases where no competing 1, 5-insertion ...