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L -Prolinal Dithioacetal: A Highly Effective Organocatalyst for the Direct Nitro-Michael Addition to Selected Cyclic and Aromatic Ketones

dc.abstract.enThe synthesis of novel l -prolinal dithioacetal and its application as an organocatalyst for the direct Michael addition of cyclic ketones and acetophenone derivatives to trans -β-nitrostyrene and related compounds is described. The prolinal dithioacetal acts as effective catalyst in the case of cyclic ketones of different ring size, in particular five- and six-membered examples, as well as larger and smalle r ring systems. High enantioselectivity and diastereoselectivity is observed for different substrates and trans -β-nitrostyrenes. Also, the first asymmetric syntheses of selected 2-methyl-4-nitro-1,3-diphenylbutan-1-one derivatives by application of the obtained organocatalyst is presented.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorPomarański, Piotr
dc.contributor.authorCzarnocki, Zbigniew
dc.date.accessioned2024-01-25T05:30:01Z
dc.date.available2024-01-25T05:30:01Z
dc.date.issued2019
dc.description.financeNie dotyczy
dc.description.number17
dc.description.volume51
dc.identifier.doi10.1055/S-0037-1611531
dc.identifier.issn0039-7881
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/111614
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofSynthesis
dc.relation.pages3356-3368
dc.rightsClosedAccess
dc.sciencecloudnosend
dc.subject.enasymmetric catalysis
dc.subject.enC–C bond formation
dc.subject.encatalyst design
dc.subject.enMichael reaction
dc.titleL -Prolinal Dithioacetal: A Highly Effective Organocatalyst for the Direct Nitro-Michael Addition to Selected Cyclic and Aromatic Ketones
dc.typeJournalArticle
dspace.entity.typePublication