Journal of Organic Chemistry p. 2230 - 2239 (1987)
Update date:2022-09-26
Topics:
Mitsudo, Take-aki
Hori, Yoji
Yamakawa, Yasushi
Watanabe, Yoshihisa
Carboxylic acids react with alkynes in the presence of a catalytic amount of bis(ν5-cyclooctadienyl)ruthenium/trialkylphosphine/maleic anhydride in toluene at 60-80 deg.C to give enol esters having a terminal methylene group in good to excellent yields with high regioselectivity.The deuterium distributions in the products of the reaction of acetic acid-d with 1-hexyne and ethyl propargyl carbonate were examined.Kinetic measurments revealed that the rate has first-order dependence on carboxylic acid, alkyne, and the initial concentration of the ruthenium catalyst.
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