1.1: chiral bis-lithium amide base / tetrahydrofuran; hexane / 0.75 h / -78 °C 1.2: 71 percent / tetrahydrofuran; hexane / -40 °C 2.1: LiAlH4 / tetrahydrofuran / Heating 3.1: pyridine / 1 h / 10 °C 4.1: 81 mg / NaOMe / methanol / Heating 5.1: 1-chloroethyl formate / 1,2-dichloro-ethane / 3 h / Heating 5.2: 54 percent / methanol / 2 h / Heating View Scheme

1.1: chiral bis-lithium amide base / tetrahydrofuran; hexane / 0.75 h / -78 °C 1.2: 71 percent / tetrahydrofuran; hexane / -40 °C 2.1: LiAlH4 / tetrahydrofuran / Heating View Scheme