1: 1.) KMnO4, 2.) Pb(OAc)4 / 1.) a) tert-BuOH, H2O, RT, 40 min, b) tert-BuOH, H2O, 40 deg C, 10 min, 2.) MeOH, RT, 1h 2: 82 percent / m-CPBA / CH2Cl2 / 12 h / Heating 3: 100 percent / KOH, EtOH / 0.5 h 4: FeCl3 / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 24 h 5: 384 mg / sodium acetate / methanol / 3 h / Heating 6: 70 percent / CuI / tetrahydrofuran; various solvent(s) / 1 h 7: 1.) LDA / 1.) dimethoxyethane, -40 deg C, 2.) dimethoxyethane, 50 deg C, 30 min 8: 1.) LDA, 2.) phenylselenyl chloride, 3.) pyridine, 30percent H2O2 9: 90 percent / NH3, Li / tetrahydrofuran / 1 h / -33 °C 10: 95 percent / L-Selectride / tetrahydrofuran / 2.5 h / -78 - 0 °C 11: 1.) BH3, 2.) 30percent aq. H2O2, aq. NaOH / 1.) THF, 0 deg C to RT, 1.5 h, 2.) THF, water, overnight 12: 48 percent / p-toluenesulfonic acid / toluene / 2 h / 80 °C View Scheme