SYNTHESIS OF SARMENTOSINE, AN AMIDE ALKALOID FROM PIPER SARMENTOSUM

Article abstract of DOI:10.1016/0031-9422(95)00077-K

Sarmentosine, 7-(3',4'-methylenedioxyphenyl)-2E,6E-heptadienoic acid pyrrolidylamide, isolated from fruit of Piper sarmentosum, was synthesized in an overall yield of 21percent, by a short efficient pathway in which the key step was an aldol-Grob fragmentation sequence. - Key words: Piper sarmentosum; Piperaceae; sarmentosine; synthesis; aldol; fragmentation; 2-alkenamide; bis-tin(II); selenide; Oxone<*>.