Thioaldehyde S-Oxide (Monosubstituted Sulfines) from Thioacylsilane S-Oxides. Synthesis and Fluorine- and Acid-Induced Z/E Isomerization. 2

Article abstract of DOI:10.1021/jo00299a012

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.