1,3-Dipolar Cycloaddition of Nitrones with Alkenes in Ionic Liquids

• Autorzy: Kolarovic A. , Fišeral L. , Toma S. , Prónayová N. , Koóš M.
• Języki publikacji: EN

Abstrakty

EN

The first intermolecular 1,3-dipolar cycloaddition of nitrones with alkene in ionic liquids is described. The ionic liquids were found to be effective media for the cycloaddition of dibenzylsubstituted nitrone 1 and chiral sugar derived nitrones 7a and 7b with 3- acrylo - yl-1,3-oxazolidin-2-one (2). Excellent chemical yields (61–100%) and moderate diastereoselectivities can be achieved in imidazolium ionic solvents at room temperature. The cycloaddition in ionic liquid is completely regioselective in the absence or presence of Lewis acid with only the sterically favoured isoxazolidines 3, 4 and 8a,b–11a,b being formed.

Słowa kluczowe

EN

chiral; dipolar cycloadditions; nitrones; Lewis acids; ionic liquids

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2007
• Tom: Vol. 81, nr 11
• Strony: 1963--1970
• Opis fizyczny: Bibliogr. 41 poz., rys.

Twórcy

autor

Kolarovic A.

autor

Fišeral L.

autor

Toma S.

autor

Prónayová N.

autor

Koóš M.

• Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology, Radlinskeho 9, 81237 Bratislava, Slovak Republic,

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