1: 92 percent / Li, liquid NH3, EtOH / 0.5 h / -78 °C 2: 98 percent / LiAlH4 / diethyl ether / Heating 3: 83 percent / 1.) pyr2*CrO3 / CH2Cl2 / 1.) 0 deg C, 15 min, 2.) from 0 deg C to room temp. 4: 1.) EtMgBr, 2.) HMPA / 1.) THF, 0 deg C, 2 h, 2.) a) 1 h, b) from 0 deg C to room temp., 1 h View Scheme

1: 98 percent / LiAlH4 / diethyl ether / Heating 2: 83 percent / 1.) pyr2*CrO3 / CH2Cl2 / 1.) 0 deg C, 15 min, 2.) from 0 deg C to room temp. 3: 1.) EtMgBr, 2.) HMPA / 1.) THF, 0 deg C, 2 h, 2.) a) 1 h, b) from 0 deg C to room temp., 1 h View Scheme

2: 92 percent / Li, liquid NH3, EtOH / 0.5 h / -78 °C 3: 98 percent / LiAlH4 / diethyl ether / Heating 4: 83 percent / 1.) pyr2*CrO3 / CH2Cl2 / 1.) 0 deg C, 15 min, 2.) from 0 deg C to room temp. 5: 1.) EtMgBr, 2.) HMPA / 1.) THF, 0 deg C, 2 h, 2.) a) 1 h, b) from 0 deg C to room temp., 1 h View Scheme

1: 83 percent / 1.) pyr2*CrO3 / CH2Cl2 / 1.) 0 deg C, 15 min, 2.) from 0 deg C to room temp. 2: 1.) EtMgBr, 2.) HMPA / 1.) THF, 0 deg C, 2 h, 2.) a) 1 h, b) from 0 deg C to room temp., 1 h View Scheme

N,N,N',N',N'',N''-hexamethylphosphoric triamide; ethylmagnesium bromide 1.) THF, 0 deg C, 2 h, 2.) a) 1 h, b) from 0 deg C to room temp., 1 h; Yield given. Multistep reaction;

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