Metal-Free -Fluoroamination of Allyl Carbamates: Towards the Synthesis of Fluorinated Sphingolipid Analogs

Identifier:  TFM:1331

Handle: https://hdl.handle.net/20.500.11797/TFM1331

Authors:  Plaza Luna, Jorge

Abstract:
The study of sphingolipid analogs as inhibitors for sphingosine kinase has emerged as a therapeutic target against cancer. In this context, I have described the synthesis of different -Fluoroamine scaffolds with the aim of synthesizing 3-fluorinated sphingolipid analogs starting from dienyl carbamates. The approach envisaged comprises an intramolecular aziridination of dienyl carbamates using hypervalent iodine species followed by ring-opening of the aziridine intermediate with a Fluorine source.