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Starting from a Morita-Baylis-Hillman adduct we describe a simple and very efficient method for the diastereoselective preparation of hydroxylated &#946;-Piperonyl-&#947;-Butyrolactones. To exemplify the efficiency of this approach we also describe a highly efficient synthesis for the biologically active lignans (±)-yatein, (±)-podorhizol and (±)-epi-podorhizol.Descrevemos nesse trabalho um método simples e eficiente para a preparação diastereosseletiva de b-piperonil-g-butirolactonas hidroxiladas, a partir de um aduto de Morita-Baylis-Hillman. Para exemplificar a eficiência dessa abordagem descrevemos também as sínteses das lignanas biologicamente ativas, (±)-yateína, (±)-podorizol e (±)-epi-podorizol

journal of the brazilian chemical society

Diastereoselective synthesis of β-piperonyl-γ-butyrolactones from morita-baylis-hillman adducts. highly efficient synthesis of (±)-yatein, (±)-podorhizol and (±)-epi-podorhizol