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

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, nitri...

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Main Authors: Kristiina Wähälä, Monika Pohjoispää
Format: Article
Language:English
Published: MDPI AG 2013-10-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/18/11/13124
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author Kristiina Wähälä
Monika Pohjoispää
author_facet Kristiina Wähälä
Monika Pohjoispää
author_sort Kristiina Wähälä
collection DOAJ
description 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.
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spelling doaj.art-3d25287c9578412b94d5e19c4db2b48b2022-12-22T00:16:49ZengMDPI AGMolecules1420-30492013-10-011811131241313810.3390/molecules181113124Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)Kristiina WähäläMonika PohjoispääDifferent 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.http://www.mdpi.com/1420-3049/18/11/13124lignantrans-3,4-dibenzyltetrahydrofurantetrahydrofuran9,9'-epoxylignanesynthesis
spellingShingle Kristiina Wähälä
Monika Pohjoispää
Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
Molecules
lignan
trans-3,4-dibenzyltetrahydrofuran
tetrahydrofuran
9,9'-epoxylignane
synthesis
title Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
title_full Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
title_fullStr Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
title_full_unstemmed Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
title_short Synthesis of 3,4-Dibenzyltetrahydrofuran Lignans (9,9′-Epoxylignanes)
title_sort synthesis of 3 4 dibenzyltetrahydrofuran lignans 9 9 epoxylignanes
topic lignan
trans-3,4-dibenzyltetrahydrofuran
tetrahydrofuran
9,9'-epoxylignane
synthesis
url http://www.mdpi.com/1420-3049/18/11/13124
work_keys_str_mv AT kristiinawahala synthesisof34dibenzyltetrahydrofuranlignans99epoxylignanes
AT monikapohjoispaa synthesisof34dibenzyltetrahydrofuranlignans99epoxylignanes