The Journal of Organic Chemistry

Novel synthesis of disubstituted maleic anhydrides by the pyrolysis of 1-ethoxy-1-alkenyl esters of. alpha.-keto acids

MS Newman, WM Stalick

Index: Newman,M.S.; Stalick,W.M. Journal of Organic Chemistry, 1973 , vol. 38, p. 3386 - 3389

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Citation Number: 18

Abstract

Since new methods for synthesis of monsubstituted@-keto esters are of interest, we undertook a study of the formation and pyrolysis of 1-ethoxy-1-alkenyl esters of pyruvic and benzoylformic acids. The desired l-ethoxy-l-alkenyl esters (7-1 l) were prepared in almost quantitative yield by the addition of the a-keto acids to 1-ethoxy-1-propyne, 1-ethoxy-1- butyne, and 1-ethoxy-1-hexyne (eq 1). Since these l-ethoxy-1-alkenyl esters were ...