Synthesis of the aglycon of scorzodihydrostilbenes B and D

Benzyl- and methyl-protected 2,4-dihydroxyacetophenones are added under ruthenium catalysis to 4-methoxy- and 3,4-dimethoxystyrene in a completely regioselective manner. Thus, oxygenated dihydrostilbenes are obtained that feature the skeleton of scorzodihydrostilbenes – antioxidative agents that wer...

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Main Authors:	Katja Weimann, Manfred Braun
Format:	Article
Language:	English
Published:	Beilstein-Institut 2019-03-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	C–H activation hydroarylation phenols regioselectivity ruthenium
Online Access:	https://doi.org/10.3762/bjoc.15.56

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spelling	doaj-9b196c8402f14f48af106ee79bdf51da2021-04-02T14:54:48ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972019-03-0115161061610.3762/bjoc.15.561860-5397-15-56Synthesis of the aglycon of scorzodihydrostilbenes B and DKatja Weimann0Manfred Braun1Institute of Organic and Macromolecular Chemistry, Heinrich-Heine-University Düsseldorf, Universitätsstr. 1, D-40225 Düsseldorf, GermanyInstitute of Organic and Macromolecular Chemistry, Heinrich-Heine-University Düsseldorf, Universitätsstr. 1, D-40225 Düsseldorf, GermanyBenzyl- and methyl-protected 2,4-dihydroxyacetophenones are added under ruthenium catalysis to 4-methoxy- and 3,4-dimethoxystyrene in a completely regioselective manner. Thus, oxygenated dihydrostilbenes are obtained that feature the skeleton of scorzodihydrostilbenes – antioxidative agents that were recently isolated from Scorzonera radiata. Selective deprotection liberates the corresponding phenols, among them the aglycon of scorzodihydrostilbenes B and D.https://doi.org/10.3762/bjoc.15.56C–H activationhydroarylationphenolsregioselectivityruthenium
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Katja Weimann Manfred Braun
spellingShingle	Katja Weimann Manfred Braun Synthesis of the aglycon of scorzodihydrostilbenes B and D Beilstein Journal of Organic Chemistry C–H activation hydroarylation phenols regioselectivity ruthenium
author_facet	Katja Weimann Manfred Braun
author_sort	Katja Weimann
title	Synthesis of the aglycon of scorzodihydrostilbenes B and D
title_short	Synthesis of the aglycon of scorzodihydrostilbenes B and D
title_full	Synthesis of the aglycon of scorzodihydrostilbenes B and D
title_fullStr	Synthesis of the aglycon of scorzodihydrostilbenes B and D
title_full_unstemmed	Synthesis of the aglycon of scorzodihydrostilbenes B and D
title_sort	synthesis of the aglycon of scorzodihydrostilbenes b and d
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2019-03-01
description	Benzyl- and methyl-protected 2,4-dihydroxyacetophenones are added under ruthenium catalysis to 4-methoxy- and 3,4-dimethoxystyrene in a completely regioselective manner. Thus, oxygenated dihydrostilbenes are obtained that feature the skeleton of scorzodihydrostilbenes – antioxidative agents that were recently isolated from Scorzonera radiata. Selective deprotection liberates the corresponding phenols, among them the aglycon of scorzodihydrostilbenes B and D.
topic	C–H activation hydroarylation phenols regioselectivity ruthenium
url	https://doi.org/10.3762/bjoc.15.56
work_keys_str_mv	AT katjaweimann synthesisoftheaglyconofscorzodihydrostilbenesbandd AT manfredbraun synthesisoftheaglyconofscorzodihydrostilbenesbandd
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Synthesis of the aglycon of scorzodihydrostilbenes B and D

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