lithium aluminium tetrahydride in diethyl ether

IrH5(P-i-Pr3)2 in toluene 24 h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: Cr2O3-H2SO4; acetone / 5 - 10 °C 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

IrH5(P-i-Pr3)2 in toluene 24 h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

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 4: 88 percent / Zn(BH4)2 / diethyl ether / 1 h / 0 °C 5: 74 percent / CBr4 / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C / to warm up to Rt over 12 h 6: 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

pyridine; carbon tetrabromide; triphenylphosphine in tetrahydrofuran 4 h; Ambient temperature;

copper dichloride; palladium dichloride in tetrahydrofuran T=30°C; P=15200 Torr; 4 h;

copper dichloride; palladium dichloride in tetrahydrofuran T=30°C; P=15200 Torr; 4 h;