1.1: (S,S)-(salen)Co(III)(AcO); water / diethyl ether / 72 h / 0 - 20 °C 2.1: 1H-imidazole; triethylamine / N,N-dimethyl-formamide / 0 - 20 °C 3.1: hydrogen / hexane 4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane 5.1: benzene / 70 °C 6.1: chromium dichloride / tetrahydrofuran / 0 °C 7.1: piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) / benzene / 20 °C 8.1: pyridinium p-toluenesulfonate / methanol / 0 °C 9.1: copper/silver activated zinc; water / methanol / 16 h / 40 - 45 °C 10.1: lithium hydroxide hydrate / methanol; water / 24 h / 0 °C 10.2: Saturated solution View Scheme

1: H2O / (R,R)-(salen)Co(III)(OAc) / diethyl ether / 0 - 20 °C 2: imidazole; Et3N / dimethylformamide / 0 - 20 °C 3: 100 percent / Et3N / Lindlar catalyst / hexane / 0 - 20 °C 4: 54 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C 5: 50 percent / CrCl2 / tetrahydrofuran / 0 °C 6: CuI; NPrNH2 / Pd(PPh3)4 / benzene / 20 °C 7: pyridinium p-toluenesulfonate / methanol / 20 °C 8: aq. HCl / methanol / 0.25 h / 20 °C 9: 70 percent / Zn(Cu/Ag) / aq. methanol / 5 h / 40 °C View Scheme