1: 100 percent / silica gel / CH2Cl2; hexane 2: 85.4 percent / diisobutylaluminum hydride / toluene / 0.38 h / -70 - -65 °C View Scheme

1: BuLi 2: PCC View Scheme

1.1: (1R,2S)-tridentate chromium catalyst; 4 Angstroem molecular sieves / 11 h / 20 °C 2.1: 775.4 mg / m-CPBA; aq. NaHCO3 / toluene / 0.5 h / 0 °C 3.1: methanol / 3 h / 20 °C 4.1: NaCNBH3 / tetrahydrofuran; methanol; ethanol / 1.67 h / 0 °C / pH 4 5.1: 570.5 mg / NaOAc*3H2O / ethanol / 0.33 h / 75 °C 6.1: 99 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C 7.1: 100 percent / t-BuOK / dimethylsulfoxide / 0.03 h / 20 °C 8.1: Cp2Zr(H)Cl / tetrahydrofuran / 2.33 h / 20 - 50 °C 8.2: 65 percent / I2 / tetrahydrofuran / 0.25 h / 0 °C 9.1: pyridine; DMAP / CH2Cl2 / 3 h / 20 °C 10.1: 67.7 mg / LiN3; DMPU / 36 h / 50 - 55 °C 11.1: Cp2Zr(H)Cl / tetrahydrofuran / 0.67 h / 0 °C 11.2: ZnCl2 / tetrahydrofuran / 0.17 h / 0 °C 11.3: 80 percent / Pd(PPh3)4 / tetrahydrofuran / 0.83 h / 0 - 20 °C 12.1: Me3P / tetrahydrofuran / 4 h / 20 °C 12.2: H2O / tetrahydrofuran / 1.5 h / 20 °C 13.1: 30.4 mg / DIPEA; HATU / acetonitrile / 0.5 h / 20 °C 14.1: DBU / dimethylformamide / 60 h / 20 °C 15.1: 16.2 mg / TBAF; AcOH / tetrahydrofuran / 0.25 h / 0 °C 16.1: TsOH*H2O / tetrahydrofuran; H2O / 2 h / 20 °C View Scheme

1: 1) Mg 2: 1) AgNO3, 2) KCN / H2O; ethanol / Ambient temperature; 1) r.t., 30 min, 2) r.t., 30 min View Scheme

1: tetrahydrofuran / -78 °C 2: pyridine / CH2Cl2 / 0 °C View Scheme

in tetrahydrofuran T=0°C;

in tetrahydrofuran 1.) -78 deg C; 2.) r.t.;