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■ The Syntheses of (R)-(+)-β-Vanillyl-γ-butyrolactone and of Chiral Lignans Therefrom

Eric Brown and Alain Daugan

*Laboratorie de Synthèse, Faculté des Sciences, Route de Laval, BP 535, 72017 Le Mans Cedex, France

Abstract

(R)-(+)-β-vanillyl-γ-butyrolactone was obtained in 4 steps including a resolution, from vanillin and dimethyl succinate, and was used for the total syntheses of 5 naturally occurring and optically active lignans such as (+)-isolariciresinol 20.