n-butyllithium; oxalic acid; diisopropylamine in tetrahydrofuran; hexane; water; ethyl acetate; toluene

1: 98 percent / H2 / 5percent Rh/alumina / methanol / 18 h / 2844.3 Torr 2: 97.5 percent / pyridinium chlorochromate, NaOAc, Celite / acetonitrile / 3.5 h / Ambient temperature View Scheme

1: 97.5 percent / pyridinium chlorochromate, NaOAc, Celite / acetonitrile / 3.5 h / Ambient temperature View Scheme

Yield given. Multistep reaction;