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New N,N-diamine ligands derived from (-)-menthol and their application in the asymmetric transfer hydrogenation

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dc.abstract.enNatural (-)-menthol was applied to construction of mono-N-tosylated-1,2-diamine derivatives. The O-tosylation and elimination of the tosylate of the menthol intermediate led to trans-p-menth-2-ene. The unsaturated menth-2-ene was next transformed into a mixture of N-tosylaziridines, which upon reaction with sodium azide gave four isomeric azides. The reduction of the formed tosylazides on Pd/C gave new chiral mono-N-tosylated-1,2-diamines, which were used as ligands in the asymmetric transfer hydrogenation protocol on aromatic ketones and endocyclic imine.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorCzarnocki, Zbigniew
dc.contributor.authorMaurin, Jan
dc.contributor.authorRoszkowski, Piotr
dc.date.accessioned2024-01-25T13:48:24Z
dc.date.available2024-01-25T13:48:24Z
dc.date.issued2017
dc.description.financeNie dotyczy
dc.description.number4
dc.description.volume28
dc.identifier.doi10.1016/J.TETASY.2017.02.012
dc.identifier.issn0957-4166
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/113601
dc.identifier.weblinkhttp://www.sciencedirect.com/science/article/pii/S095741661730040X
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofTetrahedron Asymmetry
dc.relation.pages532-538
dc.rightsClosedAccess
dc.sciencecloudnosend
dc.titleNew N,N-diamine ligands derived from (-)-menthol and their application in the asymmetric transfer hydrogenation
dc.typeJournalArticle
dspace.entity.typePublication