143945-89-5Relevant articles and documents
Dihydroxylation and oxidative cleavage of olefins in the presence of sulfur
Sammakia, Tarek,Hurley, T. Brian,Sammond, Douglas M.,Smith, Randall S.,Sobolov, Susan B.,Oeschger, Thomas R.
, p. 4427 - 4430 (1996)
The dihydroxylation of olefins using AD-mix or OsO4/K3Fe(CN)6 in the presence of sulfides has been examined as has the rate of oxidation of various classes of sulfides. The selectivity of olefin oxidation in preference to sulfur oxidation depends on the nature of the sulfur moiety, and can be problematic for certain classes of substrates.
Osmium-Catalyzed Dihydroxylation of Olefins in Acidic Media: Old Process, New Tricks
Dupau, Philippe,Epple, Robert,Thomas, Allen A.,Fokin, Valery V.,Sharpless, K. Barry
, p. 421 - 433 (2007/10/03)
A screen of over 500 diversely functionalized additives in osmium-catalyzed dihydroxylation has uncovered that electron-deficient olefins are converted into the corresponding diols much more efficiently when the pH of the reaction medium is maintained on the acidic side. Further studies have identified citric acid as the additive of choice, for it allows preparation of very pure diols in yields generally exceeding 90%. As described here, a much wider range of olefin classes can now be successfully dihydroxylated. The process is experimentally simple, in most cases involving little more than dissolving the reactants in water or a waler/tertbutyl alcohol mixture, stirring them, and filtering off the pure diol product.
Facile synthesis of vinyl sulfones from β-bromo alcohols
Lee, Jae Wook,Lee, Chi-Wan,Jung, Jin Hang,Oh, Dong Young
, p. 2897 - 2902 (2007/10/03)
Vinyl sulfones are synthesized in good yields by dehydration of β- hydroxy sulfones derived from β-bromo alcohols.
