ammonia; lithium in tetrahydrofuran T=-40°C; 0.166667 h; Title compound not separated from byproducts.;

potassium carbonate in N,N-dimethyl-formamide T=60°C; 40 h; Inert atmosphere;

1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 2: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 3: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 2: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1.1: 99 percent / NBS / acetonitrile / 10 h / 60 °C 2.1: 95 percent / NaHCO3 / methanol / 3 h / Heating 3.1: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C 4.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 4.2: diethyl ether; hexane / 1 h / -78 °C 5.1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 6.1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 7.1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 8.1: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1.1: 95 percent / NaHCO3 / methanol / 3 h / Heating 2.1: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C 3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 3.2: diethyl ether; hexane / 1 h / -78 °C 4.1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 5.1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 6.1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 7.1: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1.1: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C 2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 2.2: diethyl ether; hexane / 1 h / -78 °C 3.1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 4.1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 5.1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 6.1: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1.1: 97 percent / H2SO4 / 6 h / 100 °C 2.1: 99 percent / NBS / acetonitrile / 10 h / 60 °C 3.1: 95 percent / NaHCO3 / methanol / 3 h / Heating 4.1: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C 5.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 5.2: diethyl ether; hexane / 1 h / -78 °C 6.1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 7.1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 8.1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 9.1: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 1.2: diethyl ether; hexane / 1 h / -78 °C 2.1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 3.1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 4.1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 5.1: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 2: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 3: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 4: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme