1: With iron (III) acetylacetonate in tetrahydrofuran T=20°C; 0.583333 h; Inert atmosphere; 2: With hydrogenchloride; water in tetrahydrofuran Inert atmosphere; optical yield given as percent de;

tetrabutyl ammonium fluoride in tetrahydrofuran T=0°C;

bis(η5-cyclopentadienyl)titanium dichloride in tetrahydrofuran

n-BuNClO4 in N,N-dimethyl-formamide T=5°C; 6 h; electrolysis: Pb plate cathode, Pt grid anode; Title compound not separated from byproducts;

hydrogenchloride; Schwartz's reagent; 2,2,6,6-tetramethylpiperidinyl-lithium Yield givenMultistep reaction;

CoBr2(dppp); trimethylaluminum in dichloromethane; toluene T=20°C; 72 h; Inert atmosphere; TimeTemperature;

1: CH2=CHCH2PPh3(1+)*Br(1-) With n-butyllithium in tetrahydrofuran T=0°C; Wittig Olefination; 1 h; Inert atmosphere; 2: pelargonaldehyde in tetrahydrofuran T=20°C; Wittig Olefination; Inert atmosphere;

1: 1) n-butyllithium 2) hexamethylphosphoric triamide / 1) -70 deg C, THF/hexane, 2) 25 deg C, THF 2: 87 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 °C View Scheme

1: 1.) POCl3, 2.) Ag2O / 1.) dichloroethane, 0 deg C, 1 h; 25 deg C, 2.) water, 25 deg C, 60 h 2: LiOH, LiCl / H2O / 6 h / 25 °C / electrolysis: the cathode - mercury pool, the anode - platinum grid 3: diethyl ether 4: 55 percent / LiAlH4 / diethyl ether 5: 70 percent / Et3N / CH2Cl2 6: n-BuNClO4 / dimethylformamide / 6 h / 5 °C / electrolysis: Pb plate cathode, Pt grid anode View Scheme

1: 70 percent / Et3N / CH2Cl2 2: n-BuNClO4 / dimethylformamide / 6 h / 5 °C / electrolysis: Pb plate cathode, Pt grid anode View Scheme