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Article: Synthesis of binaphthyl sulfonimides and their application in the enantioselective Michael addition of ketones to nitroalkenes

TitleSynthesis of binaphthyl sulfonimides and their application in the enantioselective Michael addition of ketones to nitroalkenes
Authors
KeywordsEnantioselectivity
Organocatalysis
Sulfonamides
Alkenes
Michael addition
Issue Date2010
Citation
European Journal of Organic Chemistry, 2010, v. 2010 n. 27, p. 5160-5164 How to Cite?
AbstractNovel types of L-proline-based binaphthyl sulfonimides and sulfonamides were found to be efficient organocatalysts for the asymmetric Michael addition of ketones to nitroalkenes to provide optically active γ-nitroketone derivatives of synthetic and biological importance. After the fine optimization of solvents, temperature, and additive, good to excellent enantioselectivities and diastereoselectivities (71-96%ee, up to >99:1 dr) can be achieved. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Persistent Identifierhttp://hdl.handle.net/10722/291988
ISSN
2023 Impact Factor: 2.5
2023 SCImago Journal Rankings: 0.584
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorBan, Shurong-
dc.contributor.authorDu, Da Ming-
dc.contributor.authorLiu, Han-
dc.contributor.authorYang, Wen-
dc.date.accessioned2020-11-17T14:55:32Z-
dc.date.available2020-11-17T14:55:32Z-
dc.date.issued2010-
dc.identifier.citationEuropean Journal of Organic Chemistry, 2010, v. 2010 n. 27, p. 5160-5164-
dc.identifier.issn1434-193X-
dc.identifier.urihttp://hdl.handle.net/10722/291988-
dc.description.abstractNovel types of L-proline-based binaphthyl sulfonimides and sulfonamides were found to be efficient organocatalysts for the asymmetric Michael addition of ketones to nitroalkenes to provide optically active γ-nitroketone derivatives of synthetic and biological importance. After the fine optimization of solvents, temperature, and additive, good to excellent enantioselectivities and diastereoselectivities (71-96%ee, up to >99:1 dr) can be achieved. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.-
dc.languageeng-
dc.relation.ispartofEuropean Journal of Organic Chemistry-
dc.subjectEnantioselectivity-
dc.subjectOrganocatalysis-
dc.subjectSulfonamides-
dc.subjectAlkenes-
dc.subjectMichael addition-
dc.titleSynthesis of binaphthyl sulfonimides and their application in the enantioselective Michael addition of ketones to nitroalkenes-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/ejoc.201000818-
dc.identifier.scopuseid_2-s2.0-77956455363-
dc.identifier.volume2010-
dc.identifier.issue27-
dc.identifier.spage5160-
dc.identifier.epage5164-
dc.identifier.eissn1099-0690-
dc.identifier.isiWOS:000283102700003-
dc.identifier.issnl1099-0690-

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