1: acetic acid With 9-mesityl-10-methylacridinium tetrafluoroborate; sodium acetate; thiophenol in 1,2-dichloro-ethane T=0 - 23°C; 0.25 h; Inert atmosphere; 2: 1-methylcyclopent-1-ene in 1,2-dichloro-ethane 96 h; Inert atmosphereIrradiation; regioselective reaction;

4-(N,N-dimethlyamino)pyridine in dichloromethane 0 deg C and room t., 20 min;

1: 85 percent / PCC / CH2Cl2 / 3 h / Ambient temperature 2: 43 percent / ZnCl2 / CH2Cl2 / 2 h / -5 °C 3: 1.) Rieke's activated zinc 2.) 1M HCl / 1.) ether, room t., 2.) ether View Scheme

1: 43 percent / ZnCl2 / CH2Cl2 / 2 h / -5 °C 2: 1.) Rieke's activated zinc 2.) 1M HCl / 1.) ether, room t., 2.) ether View Scheme

1: 79 percent / NaI / acetone / 24 h / Heating 2: 1.) Rieke's activated zinc, 2.) 1M HCl / multistep reaction: 1.) ether, 20 deg C, 1 h, 2.) ether, ice-water, bath; reactions of primary and secondary alkenylhalides with var. reagents View Scheme

(i), (ii) /BRN= 385737/, Py, (iii) NaBH4; Multistep reaction;

hydrogenchloride; hexane; diethylzinc 1.) hexane removed then ether, room t., 24 h, 2.) ether, 48 h; Yield given. Multistep reaction;