Catalytic asymmetric epoxidation with a chiral ruthenium porphyrin and N-oxides

Asymmetric heterogeneous carbene transfer catalyzed by optically active ruthenium spirobifluorenylporphyrin polymers

“…The ruthenium complexes were then prepared by treatment of the porphyrins with Ru 3 CO 12 in degassed o-dichlorobenzene at 180°C for 2 h to give 3-RuCO, 4-RuCO and 5-RuCO. 3-RuCO has previously been reported in 1997 by Berkessel and Frauenkron 25 and Che and co-workers. 26 …”

Metalloporphyrin-based oxidation systems: from biomimetic reactions to application in organic synthesis

“…57 A much higher substrate conversion of 72% in the enantioselective epoxidation of trans-alkenes was achieved for 1p (the para-ethyl substituted 1o) using the ''[Ru IV (D 4 -por*)Cl 2 ] + 2,6-Cl 2 pyNO'' oxidation system, with 2p obtained in 88% yield, albeit with 14% ee. 39 The same catalytic oxidation system converted cis-alkene 1l to its epoxide 2l in 68% ee with complete stereoretention, and the epoxidation of 1a gave 2a in 69% ee with a product turnover of up to 2.6 Â 10 3 .…”

Catalytic asymmetric oxidation of sulfide and styrene derivatives using macroporous resins containing chiral metalloporphyrins (Fe,Ru)

“…Sulfoxidation with chiral ruthenium monomer 6b, 11,12 polymers P1-RuCO and P1-Ru(O) 2 was also examined. First, the homogeneous oxidation of thioanisole was investigated using 6b (Scheme 2) as catalyst ( Table 3, entries 1 and 2).…”