1.1: DIBAL-H / tetrahydrofuran / -78 °C 2.1: BF3*OEt2 / CH2Cl2 3.1: 53 percent / lithium diisopropylamide; HMPA / tetrahydrofuran 4.1: 86 percent / lithium aluminum hydride; cuprous iodide / tetrahydrofuran / -40 °C 5.1: 70 percent / trifluoroacetic acid / 80 °C 6.1: OsO4; NMO / tetrahydrofuran; H2O 7.1: NaIO4 / tetrahydrofuran; H2O 8.1: NaBH4 / tetrahydrofuran; H2O 9.1: MsCl; Et3N / CH2Cl2 9.2: 58 percent / NaH / CH2Cl2; tetrahydrofuran View Scheme

ammonium cerium(IV) nitrate in water; acetonitrile T=-10°C;