On the Elucidation of the Mechanism of Vinca Alkaloid Fluorination in Superacidic Medium
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- 作者：Emerson Giovanelli ; Se虂bastien Leroux ; Lionel Moisan ; He虂le虁ne Carreyre ; Pierre Thue虂ry ; David-Alexandre Buisson ; Abdelkrim Meddour ; Jean-Marie Coustard ; Se虂bastien Thibaudeau ; Bernard Rousseau ; Marc Nicolas ; Paul Hellier ; Eric Doris
- 刊名：Organic Letters
- 出版年：2011
- 出版时间：August 5, 2011
- 年：2011
- 卷：13
- 期：15
- 页码：4116-4119
- 全文大小：733K
- 年卷期：v.13,no.15(August 5, 2011)
- ISSN：1523-7052
文摘
Detailed investigations on one of the key steps of the superacidic fluorination of Vinca alkaloids that is the origin of C20鈥?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.