An unexpected base-induced [1,4]-phospho-Fries rearrangement.
An unexpected [1,4]-phospho-Fries rearrangement that gives rise to the formation of a O,O,O,O-tetraethyl methylenebis(thiophosphonate) derivative is reported. The regioselectivity of the metallation with n-BuLi or t-BuLi is the key factor that explains either the [1,4] or [1,3] rearrangement observed.
Berchel
Mathieu
M
Université Européenne de Bretagne, Université de Brest, CNRS UMR 6521, CEMCA, IFR 148 ScInBios, 6 Avenue Le Gorgeu, 29238, Brest, France.
Salaün
Jean-Yves
JY
Couthon-Gourvès
Hélène
H
Haelters
Jean-Pierre
JP
Jaffrès
Paul-Alain
PA