New insights into the reduction of β,δ-diketo-sulfoxides

Recent developments in chiral non-racemic sulfinyl group chemistry in asymmetric synthesis

“…8,18,19 We showed recently 18 without any ambiguity using NMR experiments, that the carbonyl group in β-position is totally enolised. This result is inconsistent with the previous hypothesis, which supposed the other tautomer (enolisation at δ− position) as the major one.…”

Asymmetric sulfoxidation of prochiral sulfides using aminoalcohol derived chiral C3-symmetric trinuclear vanadium Schiff base complexes

“…2 Enantioselective sulfide oxidations catalyzed by chiral complexes of transition metals such as titanium, manganese, iron, and vanadium have produced interesting results in the synthesis of optically active sulfoxides. 3 Fujita et al have introduced the use of alkyl peroxide as the oxidant for vanadium catalyzed asymmetric sulfoxidation.…”

Self-disproportionation of enantiomers (SDE) of chiral sulfur-containing compounds via achiral chromatography

“…69,71,[74][75][76] Several review articles are devoted to this topic. [77][78][79][80][81][82][83][84] Moreover, sulfoxides are present in many natural products and they play an important role in biology. 85 Moreover, a few sulfoxides have found application in medicinal chemistry.…”

“…Despite the great advances in searching for more efficient procedures for asymmetric oxidation of sulfides, these protocols allow, as a rule, isolation of a mixture enriched in one enantiomer. [69][70][71][72][73]77,78 However, the optical purification of scalemic sulfoxides as an approach to enantiomerically pure products is still problematic, because results may not always be forthcoming. Therefore the studies devoted to the SDE phenomenon in the liquid phase in the family of optically active sulfoxides are very timely and their results should be very helpful in solving the limitations of this approach for the isolation of enantiomerically pure sulfoxides.…”