1: 49 percent / O3, / ethyl acetate; pyridine / -78 °C 2: 83 percent / LiAlH4 / not given 4: propan-2-ol; xylene / 0 °C / Irradiation 5: 71 percent / OsO4, tert-butyl-hydroperoxide, (Et)4NOH / acetone / 50 °C 7: Li-HMDS / tetrahydrofuran / Ambient temperature 8: 80 percent 10: mesitylenesulfonylchloride / pyridine 12: Li / various solvent(s) View Scheme

With  ozone in  pyridine; ethyl acetate T=-78°C;   

Multi-step reaction with 2 steps 1: 49 percent / O3, / ethyl acetate; pyridine / -78 °C2: 83 percent / LiAlH4 / not given  

Multi-step reaction with 9 steps 1: 49 percent / O3, / ethyl acetate; pyridine / -78 °C2: 83 percent / LiAlH4 / not given4: propan-2-ol; xylene / 0 °C / Irradiation5: 71 percent / OsO4, tert-butyl-hydroperoxide, (Et)4NOH / acetone / 50 °C7: Li-HMDS / tetrahydrofuran / Ambient temperature8: 80 percent