2-Bromoethyl glycosides for synthesis of glycoconjugates on solid support
2-Bromoethyl glycosides can easily and in high yields be transformed into sulfones by treatment with a suitable thiol followed by oxidation with mCPBA. The observation that the so formed sulfones were cleaved by treatment with NaOMe/MeOH was used to desig
Ellervik, Ulf,Jacobsson, M?rten,Ohlsson, J?rgen
p. 2421 - 2429
(2007/10/03)
One-pot synthesis of aryl sulfones from alcohols
A one-pot synthesis of aryl sulfones from primary alcohols is described. Alcohols were treated with N-bromosuccinimide and triphenylphosphine, followed by addition of sodium arenesulfinate with a catalytic amount of tetrabutylammonium iodide to afford the aryl sulfones in good to high yields.
Murakami, Teiichi,Furusawa, Kiyotaka
p. 479 - 482
(2007/10/03)
Reactivity in Z-Philic Displacements in α-Halogenosulfones
Rates of Z-philic reactions in β-substituted α-bromosulfones have been measured; for displacement-protonation ρ* = 2.9, and isotope fractionation factors close to 2.4 demonstrate extensive C-protonation in the transition structure.
Vernon, Adam,Stirling, Charles J. M.
p. 1609 - 1610
(2007/10/02)
Microbial Asymmetric Oxidation of 2-Alkoxyethylsulfides and a Facile Synthesis of Chiral Vinyl Sulfoxide
2-Alkoxyethyl phenyl sulfides were oxidized by incubation with Rhodococcus equi IFO 3730 to afford chiral sulfoxides of high enantio excess.Phenyl vinyl sulfoxide and 2-hydroxyethyl phenyl sulfoxide were obtained from microbial oxidation products without any loss their optical purities.