Bi2O3 catalyzed asymmetric oxidation of sulfides

Symmetric Diarylsulfoxides as Asymmetric Sulfinylating Reagents for Dialkylmagnesium Compounds

“…H NMR (400.1 MHz, CDCl 3 ): δ = 1.23 (dd, J 2',1'-A = J 2'Ar-CH 3 ), AB signal (δ A = 2.71, δ B = 2.86, J A,B = 13.6 Hz, A part additionally split by q, J 1'and C-4). The preceding data are consistent with those reported in the literature 46. The ee was determined by chiral HPLC (Chiralcel OD-3, n-heptane/i-PrOH 96:4, 22°C, 1 mL/min, λ detector = 204 nm): t r (R) = 9.06 min, t r (S) = 13.49 min.…”

“…s, 1 H, 3-H), 7.25(d, low-field branch superimposed by the singlet of CHCl 3 , J 5,6 = 7.9 Hz, 1 H, 5-H), 7.83 ppm (d, J 6,5 = 8.1, 1 H, 6-H). The preceding data are consistent with those reported in the literature 46. The ee was determined by chiral HPLC (Chiralcel OD-H, n-heptane/i-PrOH 90:10, 1 mL/min, λ detector = 250 nm): t r (R) =16.83 min, t r (S) = 22.21 min.…”

“…It was less reactive than Et 2 Mg and Bu 2 Mg so that full conversions required 0.5-24 h and possibly a slightly elevated temperature (−68°C instead of −78°C). The newly formed sulfoxides were levorotatory, and those, whose absolute configurations we clarified (43,44,46, and 47), were (S)-configured. 32 …”

“…The racemic synthesis 44 preceding data are consistent with those reported in the literature. 46 The ee was determined by chiral HPLC (Chiralcel OD-H, n-heptane/i- The racemic synthesis 44 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 The racemic synthesis 44 The racemic synthesis 44 The racemic synthesis 44 …”

Kinetic investigation on the highly efficient and selective oxidation of sulfides to sulfoxides and sulfones with t-BuOOH catalyzed by La2O3

“…with respect to sulde) to attain high yields of the sulfoxides. 29 Our primary goal for the current work was the quantitative production of both sulfoxides and sulfones with very high yields and selectivities. 15 In addition, the probability of decomposition by trace metallic impurities is less than H 2 O 2 .…”