Enantioselective organocatalytic oxidation of functionalized sterically hindered disulfides.
[structure: see text]. The first study on enantioselective oxidation of functionalized sterically hindered disulfides is reported. This study shows that the Shi organocatalytic system using carbohydrate-derived ketone with oxone is superior to the Ellman-Bolm vanadium catalyst in terms of chemical yield and enantioselectivity. Whereas the latter system afforded mostly racemic thiosulfinates in low to moderate yields, the former one afforded thiosulfinates with up to 96% ee.
Khiar
Noureddine
N
Instituto de Investigaciones Químicas, C.S.I.C-Universidad de Sevilla, c/ Américo Vespucio, 49, Isla de la Cartuja, 41092 Sevilla, Spain. khiar@iiq.csic.es
Mallouk
Siham
S
Valdivia
Victoria
V
Bougrin
Khalid
K
Soufiaoui
Mohammed
M
Fernández
Inmaculada
I