titanium tetrachloride in dichloromethane T=0°C; 0.0333333 h;

tin(ll) chloride in dichloromethane Ambient temperature;

1: (i) ClCO2Et, Et3N, Et2O, (ii) /BRN= 102415/ 2: <Et3O>BF4 / CH2Cl2 View Scheme

1.1: Zn; chlorotrimethylsilane; 1,2-dibromoethane / tetrahydrofuran 1.2: Cu(OAc)2; LiCl / tetrahydrofuran 1.3: 59 percent / chlorotrimethylsilane / tetrahydrofuran; diethyl ether 2.1: t-BuOK / tetrahydrofuran View Scheme

(i) NaH, benzene, (ii) /BRN= 969135/; Multistep reaction;