94676-00-3Relevant academic research and scientific papers
Studies on the double alkylation of 2,2-disubstituted-1,3- dithiacycloalkane-S-oxides: Synthesis of tertiary thiol derivatives
Fuchs, Christian,Edgar, Mark,Elsegood, Mark R. J.,Weaver, George W.
, p. 21911 - 21918 (2013/11/06)
Di-alkylation of 2,2-dimethyl-1,3-dithiacycloalkane-S-oxides has been achieved allowing the synthesis of two tertiary thiol centres. The diastereoisomers of the mono-alkylated products have been shown to react at different rates. The X-ray crystal structures of three substituted dithiane-S-oxides have been determined, and the conversion of the dialkylated products into cyclic disulfide derivatives of tertiary thiols (1,2-dithiolanes) has been achieved by treatment with acid. The Royal Society of Chemistry 2013.
Cleavage of 1,3-dithianes via acid-catalyzed hydrolysis of the corresponding 1,3-dithianemonooxides
Krohn, Karsten,Cludius-Brandt, Stephan
experimental part, p. 2369 - 2372 (2009/04/07)
The hydrolysis of 1,3-dithianes to their parent carbonyl compounds via their corresponding monosulfoxides was systematically investigated. The oxidation of the 1,3-dithianes was carried out in high yields using tert-butyl hydroperoxide. Acid-catalyzed hydrolysis of the monosulfoxides to the carbonyl compounds was then performed in excellent yields. The cleavage reactions were monitored by gas chromatography and kinetics were investigated on substrates varying in electron density and steric requirements. Neither effect prevented high overall yields in the cleavage reaction. Georg Thieme Verlag Stuttgart.
