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Quinine as an organocatalytic dual activator for the diastereoselective synthesis of spiroepoxyoxindoles

Publication Type : Journal Article

Publisher : Elsevier

Source : Tetrahedron Letters, 2013

Campus : Amritapuri

School : School of Biotechnology

Verified : No

Year : 2013

Abstract : A highly efficient organocatalytic approach has been developed for the diastereoselective epoxidation of (E)-3-ylidene-indolin-2-one derivatives using readily available natural product quinine and urea-hydrogen peroxide (UHP) in DCM at 10° C to afford trans spiro- epoxyoxindoles which were further utilized to obtain β-hydroxy-α-amino esters by water mediated regioselective ring opening from the less hindered end with aniline derivatives, under sonication.

Cite this Research Publication : Mangilal Chouhan, Anang Pal, Ratnesh Sharma and Vipin A. Nair, "Quinine as an organocatalytic dual activator for the diastereoselective synthesis of spiroepoxyoxindoles", Tetrahedron Letters, 2013, 54, 7119-7123

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