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Molecules 2013, 18(11), 13124-13138; doi:10.3390/molecules181113124
Review

Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)

 and *
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 / Revised: 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 lignan; trans-3,4-dibenzyltetrahydrofuran; tetrahydrofuran; 9,9'-epoxylignane; synthesis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Pohjoispää, M.; Wähälä, K. Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes). Molecules 2013, 18, 13124-13138.

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