lithium diisopropyl amide in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=-78°C; 3 eq. LDA;

lithium aluminium tetrahydride; ethanol; (S)-binaphthol in tetrahydrofuran T=-100 - -80°C; Reduction; Title compound not separated from byproducts;

1: CrO3*2Py / CH2Cl2 2: benzene / Ambient temperature 3: NaBH4, CeCl3 / methanol 4: Ph3P, NaHCO3 / CCl4 5: LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C / 3 eq. LDA View Scheme