3-chloro-benzenecarboperoxoic acid in dichloromethane T=20°C; 120 h;

dihydrogen peroxide; tris(cetyl)pyridinium 12-tungstophosphate in chloroform 24 h; Heating; Further byproducts given;

dihydrogen peroxide; tris(cetyl)pyridinium 12-tungstophosphate in chloroform 24 h; Heating; Further byproducts given;

oxalyl dichloride; dimethyl sulfoxide; triethylamine in dichloromethane -60 deg C, 2 min, then -60 deg C, 15 min;

Co(1,1,1,5,5,5-hexafluoropentane-2,4-dionate)2; oxygen; isobutyraldehyde in 1,2-dichloro-ethane T=20°C; 20 h;

1: 95 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 0 deg C, then Rt, 2 h 2: 71 percent / 1.) oxalyl chloride, DMSO; 2.) Et3 N / CH2Cl2 / -60 deg C, 2 min, then -60 deg C, 15 min View Scheme

1: 98 percent / Ni(OAc)2*4H2O, NaBH4, 2 M aq. NaOH, ethylenediamine / aq. ethanol / 4 h 2: 95 percent / 85percent m-chloroperbenzoic acid / CH2Cl2 / 0 deg C, then Rt, 2 h 3: 71 percent / 1.) oxalyl chloride, DMSO; 2.) Et3 N / CH2Cl2 / -60 deg C, 2 min, then -60 deg C, 15 min View Scheme

isopropyl alcohol in toluene T=110°C; 24 h; Inert atmosphere; chemoselective reaction;

1: 88 percent / Zn(BH4)2 / diethyl ether / 1 h / 0 °C 2: 74 percent / CBr4 / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C / to warm up to Rt over 12 h 3: nBu3SnLi / tetrahydrofuran; hexane / 1 h / -20 - -15 °C / study of the sterochemistry of the conversion of α-haloepoxides with various trialkyl stannate, mechanism of the elimination reaction is discussed View Scheme

PhSeNa; acetic acid in ethanol T=5°C; 0.166667 h;