1: O3 / CH2Cl2 / -78 °C 2: NaOH, I2, KI / H2O; dioxane / 0.5 h View Scheme

1: Ph2P(OMe); hydrogen; [Rh(acac)(CO)2] / tetrahydrofuran / 16 h / 40 °C / 30003 Torr / Inert atmosphere; Autoclave; Molecular sieve 2: aluminum oxide; sodium hypochlorite; sodium acetate; pyridinium chlorochromate / dichloromethane / 12 h / 20 °C / Inert atmosphere View Scheme

1: KH; tetrabutylammonium iodide / tetrahydrofuran / Heating 2: 85 percent / [Cl2Ru(PCy3)2=CHPh] / CH2Cl2 / Heating View Scheme

Ph2P(OMe); hydrogen; [Rh(acac)(CO)2] in tetrahydrofuran T=40°C; P=30003 Torr; 16 h; Inert atmosphereAutoclaveMolecular sieve; regioselective reaction;

1: 68 percent / Et3N / diethyl ether / Ambient temperature 2: 1) (COCl)2, DMSO, 3) Et3N 3: 99 percent / H2, 42percent aq. HBF3 / Raney Ni / ethanol / 16 h / 760 Torr / Ambient temperature View Scheme

Dess-Martin periodane in dichloromethane T=0°C; 3 h; Inert atmosphere;