1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C 2: methanol; (S,S)-[CuCl(C10H6N3(phenyl)2C6H2(CH3)2C(CH3)3)]; sodium t-butanolate / diethyl ether / 16 h / -55 °C 3: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; diethyl ether; water / 1 h / -55 - 20 °C View Scheme

1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / diethyl ether / 1 h / 0 - 20 °C 2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C 3: methanol; (S,S)-[CuCl(C10H6N3(phenyl)2C6H2(CH3)2C(CH3)3)]; sodium t-butanolate / diethyl ether / 16 h / -55 °C 4: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; diethyl ether; water / 1 h / -55 - 20 °C View Scheme

1: sodium periodate; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C 2: potassium carbonate / water; isopropyl alcohol / 0 - 20 °C 3: lithium aluminium tetrahydride; AlCl3, aluminium chloride / diethyl ether / 1 h / 0 - 20 °C 4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C 5: methanol; (S,S)-[CuCl(C10H6N3(phenyl)2C6H2(CH3)2C(CH3)3)]; sodium t-butanolate / diethyl ether / 16 h / -55 °C 6: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; diethyl ether; water / 1 h / -55 - 20 °C View Scheme