Ring-opening reactions of nonactivated aziridines catalyzed by tris(pentafluorophenyl)borane |
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| Authors: | Watson Iain D G Yudin Andrei K |
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| Affiliation: | Davenport Research Laboratories, Department of Chemistry, The University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada. |
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| Abstract: | The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently catalyzed by tris(pentafluorophenyl)borane leading to derivatives of trans-1,2-diamines in high yields. A mechanistic investigation of the reaction suggests that in situ formed [(C(6)F(5))(3)B(OH(2))].H(2)O catalyzes the opening through a Br?nsted acid manifold. |
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