Improvement on the synthesis of (E)-alk-3-enoic acids

N Ragoussis, V Ragoussis

Index: Ragoussis, Nikitas; Ragoussis, Valentine Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 21 p. 3529 - 3533

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Citation Number: 36

Abstract

(E)-Alk-3-enoic acids have been prepared in high yield (85–90%) and excellent stereoselectivity (98–99%) by a modified Knoevenagel condensation of a straight carbon chain aldehyde with malonic acid, in dimethyl sulfoxide (DMSO) or dimethylformamide (DMF) at 100° C, in the presence of piperidinium acetate as catalyst. Condensation of the aldehyde with a monoester of malonic acid, under the above conditions, gave the ...