sodium bis(2-methoxyethoxy)aluminium dihydride in diethyl ether; toluene 1.5 h; Ambient temperature;

1.1: LDA / tetrahydrofuran; hexane / 1.33 h / -80 °C 1.2: tetrahydrofuran; hexane / -80 - 20 °C 2.1: p-TsOH*H2O / acetone; H2O / 1.17 h / Heating 3.1: 24.0 g / Red-Al(R) / toluene; diethyl ether / 2.92 h View Scheme

1: With triphenylphosphine; diethylazodicarboxylate in benzene T=20°C; Mitsunobu reaction; 1 h; Inert atmosphere; 2: With methanol; sodium hydroxide in tetrahydrofuran; water T=20°C; 3 h; optical yield given as percent ee;

1: PPTS; ethanol / 7 h / 55 °C 2: REDAL / toluene; diethyl ether / 3 h / 0 - 20 °C View Scheme

Li2[di-n-butylcyanocuprate] 1.) THF, RT, 1.5 h, 2.) 0 deg C, 30 min; Yield given. Multistep reaction;

3-chloro-benzenecarboperoxoic acid