Thioaldehyde S-oxide (monosubstituted sulfines) from thioacylsilane S-oxides. Synthesis and fluorine- and acid-induced Z/E isomerization. 2

Aromatic and aliphatic, not enethiolizable, thioaldehyde S-oxides (monosubstituted sulfines) are obtained from stereospecific fluorodesilylation of the corresponding thioacylsilane S-oxides with retention of configuration. A detailed investigation on the mechanism of the desilylation, as well as of the acid and fluoride ion induced Z/E interconversion has been performed