C. Leriverend et P. Metzner, SYNTHESIS OF SULFINES BY OXIDATION OF TRITHIOPERESTERS AND THEIR REARRANGEMENT INTO ACYLTRISULFIDES, Tetrahedron letters, 35(29), 1994, pp. 5229-5230
Trithioperesters were synthesised by sulfenylation of halomagnesium al
kanedithioates with alkylthiotoluenesulfonates and oxidised by mCPBA.
The chemoselective conversion of a thiocarbonyl group into a sulfine m
oiety was achieved in three cases to yield the first examples of trith
ioperester sulfines. These compounds undergo at room temperature a nov
el rearrangement to acyltrisulfides.