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Article: A new route to phenanthrene derivatives

TitleA new route to phenanthrene derivatives
Authors
Issue Date1994
Citation
Tetrahedron Letters, 1994, v. 35, n. 27, p. 4839-4842 How to Cite?
Abstract4,5-Dimethylbenzo[1,2-c:3,4-c′]difuran (7) is a highly reactive bisdiene, which undergoes Diels-Alder reactions with a wide variety of dienophiles, including dimethyl acetylenedicarboxylate and cis-1,4-dichlorobut-2-ene, to give phenanthrene derivatives, e.g. 10 and 12, respectively, following (hydrogenation and) dehydration of the bisadducts 8 and 11, respectively. 9,10-Dimethyl-1,4:5,8-diepoxy-1,4,5,8-tetrahydro-phenanthrene (5), as a result of thermal decomposition of either (i) its bisadduct 6 with tetraphenylcyclopenta-dienone or (ii) its hydrogenated derivative 14, is a very convenient precursor of 7. © 1994.
Persistent Identifierhttp://hdl.handle.net/10722/332369
ISSN
2023 Impact Factor: 1.5
2023 SCImago Journal Rankings: 0.323
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorGiuffrida, Daniele-
dc.contributor.authorKohnke, Franz H.-
dc.contributor.authorParisi, Melchiorre-
dc.contributor.authorRaymo, Françisco M.-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:10:55Z-
dc.date.available2023-10-06T05:10:55Z-
dc.date.issued1994-
dc.identifier.citationTetrahedron Letters, 1994, v. 35, n. 27, p. 4839-4842-
dc.identifier.issn0040-4039-
dc.identifier.urihttp://hdl.handle.net/10722/332369-
dc.description.abstract4,5-Dimethylbenzo[1,2-c:3,4-c′]difuran (7) is a highly reactive bisdiene, which undergoes Diels-Alder reactions with a wide variety of dienophiles, including dimethyl acetylenedicarboxylate and cis-1,4-dichlorobut-2-ene, to give phenanthrene derivatives, e.g. 10 and 12, respectively, following (hydrogenation and) dehydration of the bisadducts 8 and 11, respectively. 9,10-Dimethyl-1,4:5,8-diepoxy-1,4,5,8-tetrahydro-phenanthrene (5), as a result of thermal decomposition of either (i) its bisadduct 6 with tetraphenylcyclopenta-dienone or (ii) its hydrogenated derivative 14, is a very convenient precursor of 7. © 1994.-
dc.languageeng-
dc.relation.ispartofTetrahedron Letters-
dc.titleA new route to phenanthrene derivatives-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/S0040-4039(00)76982-6-
dc.identifier.scopuseid_2-s2.0-0028332496-
dc.identifier.volume35-
dc.identifier.issue27-
dc.identifier.spage4839-
dc.identifier.epage4842-
dc.identifier.isiWOS:A1994NU92600046-

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