Journal of organometallic chemistry

α, β-Unsaturated esters from the tri-n-butylarsine-promoted reaction of bromomalonic esters with aldehydes

Y Shen, B Yang

Index: Shen, Yanchang; Yang, Baozhen Journal of Organometallic Chemistry, 1989 , vol. 375, p. 45 - 50

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Abstract

Abstract A convenient synthesis of α, β-unsaturated esters (in 68–96% yields) from the reaction of a bromomalonic ester with aldehydes promoted by tri-n-butylarsine is described. A mechanism involving halophilic attack of tri-n-butylarsine leading to the formation of a salt followed by reaction with carbonyl compounds is proposed. This methodology provides a convenient route to α, β-unsaturated esters and represents an alternative to the ...