Tetrahedron Letters p. 4433 - 4436 (1995)
Update date:2022-08-28
Topics:
Hedhli, Ahmed
Baklouti, Ahmed
Potassium fluoride reacts in triethyleneglycol (TEG) on β-fluoro-γ,δ-unsaturated p-tolunensulfonates to give 2-fluoroalka-1,3-dienes (HOTs elimination) and the corresponding difluorolefins (substitution of O-tosyl group by fluorine).SN/E competition may be related to the structure of the starting tosylate.However, the exclusive formation of conjugated 2-fluoroalkadienes may be realized by using DBU at room temperature instead of KF.
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