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

…, P Giorgianni, BF Bonini, G Maccagnani…

Index: Barbaro, G.; Battaglia, A.; Giorgianni, P.; Bonini, B. F.; Maccagnani, G.; Zani, P. Journal of Organic Chemistry, 1990 , vol. 55, p. 3744 - 3748

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Citation Number: 29

Abstract

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.