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On the elucidation of the mechanism of Vinca alkaloid fluorination in superacidic medium |
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| Authors: | Giovanelli Emerson Leroux Sébastien Moisan Lionel Carreyre Hélène Thuéry Pierre Buisson David-Alexandre Meddour Abdelkrim Coustard Jean-Marie Thibaudeau Sébastien Rousseau Bernard Nicolas Marc Hellier Paul Doris Eric |
| Institution: | CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, 91191 Gif-sur-Yvette, France. |
| Abstract: | Detailed investigations on one of the key steps of the superacidic fluorination of Vinca alkaloids that is the origin of C20' activation are reported. While two different pathways can be envisioned for the emergence of the transient secondary carbocationic intermediate, isotopic labeling experiments unambiguously revealed the involvement of a 1,2-hydride shift mechanism. |
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