Next Article in Journal
Polyethylene Glycol (PEG-400): An Efficient and Recyclable Reaction Medium for the Synthesis of Pyrazolo[3,4-b]pyridin-6(7H)-one Derivatives
Next Article in Special Issue
11β-Hydroxyandrostenedione Returns to the Steroid Arena: Biosynthesis, Metabolism and Function
Previous Article in Journal
Synthesis and Structural Characterization of Fluorinated Thiosemicarbazones
Previous Article in Special Issue
Synthesis and Structure-Activity Relationships of Amino Acid Conjugates of Cholanic Acid as Antagonists of the EphA2 Receptor
Molecules 2013, 18(11), 13124-13138; doi:10.3390/molecules181113124

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)
Download PDF [478 KB, 18 June 2014; original version 18 June 2014]


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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
MDPI and ACS Style

Pohjoispää, M.; Wähälä, K. Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes). Molecules 2013, 18, 13124-13138.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert