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Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
Laboratory of Organic Chemistry, Department of Chemistry, P.O. Box 55, FIN-00014, University of Helsinki, Helsinki, 00560, Finland
* Author to whom correspondence should be addressed.
Received: 28 August 2013; in revised form: 23 September 2013 / Accepted: 25 September 2013 / Published: 24 October 2013
(This article belongs to the Special Issue Steroids
Abstract: Different strategies for the racemic or enantiospecific total syntheses of plant and mammalian 3,4-dibenzyltetrahydrofuran lignans are reviewed and compared. The multi-step approaches have various key step strategies: Diels–Alder reactions, Stobbe condensations, Michael additions, alkylations, nitrile oxide cycloadditions, radical cyclisations, dianion and oxidative couplings.
Keywords: lignan; trans-3,4-dibenzyltetrahydrofuran; tetrahydrofuran; 9,9'-epoxylignane; synthesis
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MDPI and ACS Style
Pohjoispää, M.; Wähälä, K. Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes). Molecules 2013, 18, 13124-13138.
Pohjoispää M, Wähälä K. Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes). Molecules. 2013; 18(11):13124-13138.
Pohjoispää, Monika; Wähälä, Kristiina. 2013. "Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)." Molecules 18, no. 11: 13124-13138.