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Article: Asymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes

TitleAsymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes
Authors
Issue Date2007
Citation
Organic Letters, 2007, v. 9, n. 23, p. 4725-4728 How to Cite?
Abstract(Chemical Equation Presented) The first catalytic asymmetric Friedel-Crafts reaction of 2-methoxyfuran with nitroalkenes was developed under the catalysis of diphenylaminetethered bis(oxazoline)-Zn(OTf)2 complexes. The reaction conditions and ligands were optimized, and the scope of the reaction was tested by varying the nitroalkenes. For most of aromatic and heteroaromatic nitroalkenes, good yields and high enantioselectivities (86-96% ee) were obtained. The methoxyfuran group in the product can be transformed to carboxylic acid via oxidative fragmentation with full retention of the configuration. © 2007 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/291795
ISSN
2023 Impact Factor: 4.9
2023 SCImago Journal Rankings: 1.245
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLiu, Han-
dc.contributor.authorXu, Jiaxi-
dc.contributor.authorDu, Da Ming-
dc.date.accessioned2020-11-17T14:55:08Z-
dc.date.available2020-11-17T14:55:08Z-
dc.date.issued2007-
dc.identifier.citationOrganic Letters, 2007, v. 9, n. 23, p. 4725-4728-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/291795-
dc.description.abstract(Chemical Equation Presented) The first catalytic asymmetric Friedel-Crafts reaction of 2-methoxyfuran with nitroalkenes was developed under the catalysis of diphenylaminetethered bis(oxazoline)-Zn(OTf)2 complexes. The reaction conditions and ligands were optimized, and the scope of the reaction was tested by varying the nitroalkenes. For most of aromatic and heteroaromatic nitroalkenes, good yields and high enantioselectivities (86-96% ee) were obtained. The methoxyfuran group in the product can be transformed to carboxylic acid via oxidative fragmentation with full retention of the configuration. © 2007 American Chemical Society.-
dc.languageeng-
dc.relation.ispartofOrganic Letters-
dc.titleAsymmetric Friedel-Crafts alkylation of methoxyfuran with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(II) complexes-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ol702003x-
dc.identifier.pmid17924637-
dc.identifier.scopuseid_2-s2.0-36348935182-
dc.identifier.volume9-
dc.identifier.issue23-
dc.identifier.spage4725-
dc.identifier.epage4728-
dc.identifier.isiWOS:000250673000014-
dc.identifier.issnl1523-7052-

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