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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.en | The 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.affiliation | Uniwersytet Warszawski |
dc.contributor.author | Pomarański, Piotr |
dc.contributor.author | Czarnocki, Zbigniew |
dc.date.accessioned | 2024-01-25T05:30:01Z |
dc.date.available | 2024-01-25T05:30:01Z |
dc.date.issued | 2019 |
dc.description.finance | Nie dotyczy |
dc.description.number | 17 |
dc.description.volume | 51 |
dc.identifier.doi | 10.1055/S-0037-1611531 |
dc.identifier.issn | 0039-7881 |
dc.identifier.uri | https://repozytorium.uw.edu.pl//handle/item/111614 |
dc.language | eng |
dc.pbn.affiliation | chemical sciences |
dc.relation.ispartof | Synthesis |
dc.relation.pages | 3356-3368 |
dc.rights | ClosedAccess |
dc.sciencecloud | nosend |
dc.subject.en | asymmetric catalysis |
dc.subject.en | C–C bond formation |
dc.subject.en | catalyst design |
dc.subject.en | Michael reaction |
dc.title | L -Prolinal Dithioacetal: A Highly Effective Organocatalyst for the Direct Nitro-Michael Addition to Selected Cyclic and Aromatic Ketones |
dc.type | JournalArticle |
dspace.entity.type | Publication |