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Report | Regular issue | Vol 23, No. 3, 1985, pp.661-665
Published online, 1st January, 1970
DOI: 10.3987/R-1985-03-0661
Synthesis of (±)-Gaddain, a New Lignan from Jatropha gossypifolia Linn (Euphorbiaceae)

Julie Banerji* and Biswanath Das

*Chemistry Department, University College of Science, 92 Acharya Prafulla Chandra Road, Calcutta-700009, India

Abstract

(±)-Gadain, a new lignan isolated from Jatropha gossypifolia, has been synthesised by the condensation of 3-(3,4-methylenedioxybenzyl)-butyrolactone with piperonal in the presence of sodium methoxide in methanol. The key intermediate lactone was prepared by the Stobbe condensation of piperonal with dimethyl succinate followed by hydrogenation to the butanoic acid derivative and the reduction of the potassium salt of butanoic acid with calcium borohydride.