1.1: diethyl ether / -100 °C 2.1: imidazole / dimethylformamide 3.1: O3; Sudan red 7B / methanol 3.2: 94 percent / Me2S / methanol 4.1: 73 percent / TiCl4; diisopropylethylamine / CH2Cl2 / -78 °C 5.1: hydrochloric acid / tetrahydrofuran 6.1: (+)-10-camphorsulfonic acid 7.1: pyridine / CH2Cl2 / -10 °C 8.1: 15[crown]-5 / tetrahydrofuran 9.1: 70 percent / [Mo{N(tBu)(3,5-Me2C6H3)}3] / toluene; CH2Cl2 / 80 °C 10.1: 100 percent / H2 / Lindlar catalyst / CH2Cl2 11.1: 78 percent / ceric ammonium nitrate / acetonitrile; H2O View Scheme

1.1: Sn(OTf); Et3N / CH2Cl2 / 1 h / -20 °C 1.2: 2.82 g / CH2Cl2 / 1 h / -78 °C 2.1: 75.0 mg / NaBH(OAc)3; AcOH / 3 h / 5 °C 3.1: 90 percent / DBU / CH2Cl2 / 2 h / 20 °C 4.1: tributyltin hydride; Pd(OAc)2; PCy3 / tetrahydrofuran; hexane 4.2: 769 mg / I2 / CH2Cl2 / 0.33 h 5.1: 433 mg / aq. K3PO4; PdCl2(dppf)*CH2Cl2 / diethyl ether; tetrahydrofuran; dimethylformamide / 18 h 6.1: DIBAL-H / toluene / 2 h / -78 °C 7.1: 361 mg / pyridine / 8 h / 20 °C 8.1: 91 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C 9.1: 42 percent / SnCl4; molecular sieves 4A / CHCl3; CH2Cl2 / 14 h / -5 - 20 °C 10.1: 87 percent / NaOMe / methanol / 15 h / 25 °C 11.1: 98 percent / Et3N / CH2Cl2 12.1: 62 percent / IBX / dimethylformamide / 36 h 13.1: 50 percent / aq. HF / acetonitrile / 20 °C View Scheme