98569-96-1Relevant academic research and scientific papers
On the Mechanism of Reduction of Dithiocarbonates (Xanthates) with Tributylstannane
Barton, Derek H. R.,Crich, David,Loebberding, Antonius,Zard, Samir Z.
, p. 646 - 647 (1985)
Competition experiments with various dithiocarbonates show that the deoxygenation occurs by addition of stannyl radicals to give (2) followed by fragmentation rather than by direct SH2 attack on sulphide sulphur.
The invention of radical reactions. Part XXXI. Diphenylsilane: A reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry
Barton, Derek H. R.,Jang, Doo Ok,Jaszberenyi, Joseph Cs.
, p. 7193 - 7214 (2007/10/02)
Various thionocarbonates and xanthates of alcohols and bis-xanthates of vic-diols are readily deoxygenated to the corresponding hydrocarbons or olefins, while bromides and iodides are dehalogenated with diphenylphenylsilane in good yield.
On the mechanism of deoxygenation of secondary alcohols by tin hydride reduction of methyl xanthates and other thiocarbonyl derivatives
Barton,Jang,Jaszberenyi Cs.
, p. 3991 - 3994 (2007/10/02)
The room temperature deoxygenation of xanthates and thionocarbonates using (n - Bu) 3Sn-H - Et3B - air has been studied, especially with 119Sn N.M.R. spectroscopy. The orignal conception of tin radical attack on thiocarbonyl is confirmed.
